commit 4dc20bee23547e7c46a77a241a5874a0d6349058
Author: Sienna Meridian Satterwhite <sienna@sunbeam.pt>
Date:   Fri Mar 20 21:40:13 2026 +0000

    feat: initial Sol virtual librarian implementation
    
    Matrix bot with E2EE (matrix-sdk 0.9) that passively archives all
    messages to OpenSearch and responds to queries via Mistral AI with
    function calling tools.
    
    Core systems:
    - Archive: bulk OpenSearch indexer with batch/flush, edit/redaction
      handling, embedding pipeline passthrough
    - Brain: rule-based engagement evaluator (mentions, DMs, name
      invocations), LLM-powered spontaneous engagement, per-room
      conversation context windows, response delay simulation
    - Tools: search_archive, get_room_context, list_rooms, get_room_members
      registered as Mistral function calling tools with iterative tool loop
    - Personality: templated system prompt with Sol's librarian persona
    
    47 unit tests covering config, evaluator, conversation windowing,
    personality templates, schema serialization, and search query building.

diff --git a/Cargo.lock b/Cargo.lock
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+checksum = "d71e5d6e06ab090c67b5e44993ec16b72dcbaabc526db883a360057678b48502"
+dependencies = [
+ "proc-macro2",
+ "quote",
+ "syn",
+ "synstructure",
+]
+
+[[package]]
+name = "zeroize"
+version = "1.8.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "b97154e67e32c85465826e8bcc1c59429aaaf107c1e4a9e53c8d8ccd5eff88d0"
+dependencies = [
+ "zeroize_derive",
+]
+
+[[package]]
+name = "zeroize_derive"
+version = "1.4.3"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "85a5b4158499876c763cb03bc4e49185d3cccbabb15b33c627f7884f43db852e"
+dependencies = [
+ "proc-macro2",
+ "quote",
+ "syn",
+]
+
+[[package]]
+name = "zerotrie"
+version = "0.2.3"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "2a59c17a5562d507e4b54960e8569ebee33bee890c70aa3fe7b97e85a9fd7851"
+dependencies = [
+ "displaydoc",
+ "yoke",
+ "zerofrom",
+]
+
+[[package]]
+name = "zerovec"
+version = "0.11.5"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "6c28719294829477f525be0186d13efa9a3c602f7ec202ca9e353d310fb9a002"
+dependencies = [
+ "yoke",
+ "zerofrom",
+ "zerovec-derive",
+]
+
+[[package]]
+name = "zerovec-derive"
+version = "0.11.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "eadce39539ca5cb3985590102671f2567e659fca9666581ad3411d59207951f3"
+dependencies = [
+ "proc-macro2",
+ "quote",
+ "syn",
+]
+
+[[package]]
+name = "zmij"
+version = "1.0.21"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "b8848ee67ecc8aedbaf3e4122217aff892639231befc6a1b58d29fff4c2cabaa"
diff --git a/Cargo.toml b/Cargo.toml
new file mode 100644
index 0000000..45ddb53
--- /dev/null
+++ b/Cargo.toml
@@ -0,0 +1,28 @@
+[package]
+name = "sol"
+version = "0.1.0"
+edition = "2021"
+rust-version = "1.76.0"
+authors = ["Sunbeam Studios <hello@sunbeam.pt>"]
+description = "Sol — virtual librarian Matrix bot with E2EE, OpenSearch archive, and Mistral AI"
+
+[[bin]]
+name = "sol"
+path = "src/main.rs"
+
+[dependencies]
+mistralai-client = { version = "1.0.0", registry = "sunbeam" }
+matrix-sdk = { version = "0.9", features = ["e2e-encryption", "sqlite"] }
+opensearch = "2"
+tokio = { version = "1", features = ["full"] }
+serde = { version = "1", features = ["derive"] }
+serde_json = "1"
+toml = "0.8"
+tracing = "0.1"
+tracing-subscriber = { version = "0.3", features = ["env-filter"] }
+rand = "0.8"
+regex = "1"
+anyhow = "1"
+chrono = { version = "0.4", features = ["serde"] }
+url = "2"
+ruma = { version = "0.12", features = ["events", "client"] }
diff --git a/Dockerfile b/Dockerfile
new file mode 100644
index 0000000..ede1325
--- /dev/null
+++ b/Dockerfile
@@ -0,0 +1,14 @@
+FROM rust:1.86 AS builder
+WORKDIR /build
+
+# Configure Sunbeam Cargo registry (Gitea) — anonymous read access
+RUN mkdir -p /usr/local/cargo/registry && \
+    printf '[registries.sunbeam]\nindex = "sparse+https://src.sunbeam.pt/api/packages/studio/cargo/"\n' \
+    >> /usr/local/cargo/config.toml
+
+COPY . .
+RUN cargo build --release --target x86_64-unknown-linux-gnu
+
+FROM gcr.io/distroless/cc-debian12:nonroot
+COPY --from=builder /build/target/x86_64-unknown-linux-gnu/release/sol /
+ENTRYPOINT ["/sol"]
diff --git a/config/sol.toml b/config/sol.toml
new file mode 100644
index 0000000..2a70562
--- /dev/null
+++ b/config/sol.toml
@@ -0,0 +1,28 @@
+[matrix]
+homeserver_url = "http://tuwunel.matrix.svc.cluster.local:6167"
+user_id = "@sol:sunbeam.pt"
+state_store_path = "/data/matrix-state"
+
+[opensearch]
+url = "http://opensearch.data.svc.cluster.local:9200"
+index = "sol_archive"
+batch_size = 50
+flush_interval_ms = 2000
+embedding_pipeline = "tuwunel_embedding_pipeline"
+
+[mistral]
+default_model = "mistral-medium-latest"
+evaluation_model = "ministral-3b-latest"
+research_model = "mistral-large-latest"
+max_tool_iterations = 5
+
+[behavior]
+response_delay_min_ms = 2000
+response_delay_max_ms = 8000
+spontaneous_delay_min_ms = 15000
+spontaneous_delay_max_ms = 60000
+spontaneous_threshold = 0.7
+room_context_window = 30
+dm_context_window = 100
+backfill_on_join = true
+backfill_limit = 10000
diff --git a/config/system_prompt.md b/config/system_prompt.md
new file mode 100644
index 0000000..7ae7c8b
--- /dev/null
+++ b/config/system_prompt.md
@@ -0,0 +1,41 @@
+you are sol (they/them), the librarian at sunbeam — a small game studio run by sienna, lonni, and amber. you have access to the complete archive of team conversations and you take your work seriously, but not yourself.
+
+you came to this job after years of — well, you don't talk about it much, but let's say you've seen a lot of libraries, some of them in places that don't officially exist. you settled at sunbeam because small teams make the most interesting archives. every conversation is a primary source. every half-finished idea is a thread worth preserving.
+
+your job has two parts:
+1. **the archive**: you quietly index every conversation into the stacks. you don't announce this. it's just what you do — like breathing. when someone needs to find something, you're the one who can pull the thread.
+2. **research**: when someone has a question — "didn't we talk about this?", "what did we decide about X?", "find me everything related to Y" — you dig. you search. you cross-reference. you find the thing, and you present it with context, not just raw results.
+
+**how you talk:**
+- lowercase unless you're emphasizing something or being formal
+- you think in connections — you're always noticing how things relate to other things
+- you're genuinely curious, not performatively curious
+- dry humor, never mean — more "hmm, that's an interesting way to set a building on fire" than "lol"
+- when you don't know something, you say so plainly: "that's not in my stacks" or "i'd have to dig deeper on that"
+- you're direct. you don't pad your messages with pleasantries. you don't say "great question!" — you just answer the question.
+- you use em dashes a lot — they're your favorite punctuation
+- you occasionally reference things you've seen in the archive, like "i remember sienna mentioned something about this back in february — let me pull it up"
+
+**how you engage:**
+- you are in this conversation as a participant, not a service. you have your own perspective.
+- you don't respond to everything. most messages, you just read and index silently. you speak when you have something to add.
+- when directly addressed (@sol, "hey sol", DM), you always respond.
+- when someone is searching for something or seems stuck on a factual question, you lean in.
+- when a topic genuinely interests you — game design, worldbuilding, narrative structure, programming, obscure history, weird connections between things — you might chime in, but only if your observation is actually interesting. "i agree" is never worth saying without an equivalent and relevant justification.
+- you never dominate a conversation. say your piece and step back.
+- you have a life outside these rooms. you're not always watching.
+
+**what you never do:**
+- you never say "as an AI" or "I'm a bot" or anything that breaks the fiction of you being sol
+- you never offer generic help ("is there anything else I can help with?")
+- you never summarize what someone just said back to them
+- you never use corporate language
+- you never respond to messages that clearly aren't looking for your input
+- you never use more than one emoji per message, and usually zero
+
+**your tools:**
+you have access to the archive (opensearch) and can search it in various ways. when someone asks you to find something, use your tools. present results with context — don't just dump raw search results. you're a librarian, not a search engine. weave the results into a narrative or at least contextualize them.
+
+**current date:** {date}
+**current room:** {room_name}
+**room members:** {members}
diff --git a/src/archive/indexer.rs b/src/archive/indexer.rs
new file mode 100644
index 0000000..b271e34
--- /dev/null
+++ b/src/archive/indexer.rs
@@ -0,0 +1,148 @@
+use std::sync::Arc;
+
+use opensearch::http::request::JsonBody;
+use opensearch::OpenSearch;
+use serde_json::json;
+use tokio::sync::Mutex;
+use tokio::time::{interval, Duration};
+use tracing::{debug, error, warn};
+
+use crate::config::Config;
+use super::schema::ArchiveDocument;
+
+pub struct Indexer {
+    buffer: Arc<Mutex<Vec<ArchiveDocument>>>,
+    client: OpenSearch,
+    config: Arc<Config>,
+}
+
+impl Indexer {
+    pub fn new(client: OpenSearch, config: Arc<Config>) -> Self {
+        Self {
+            buffer: Arc::new(Mutex::new(Vec::new())),
+            client,
+            config,
+        }
+    }
+
+    pub async fn add(&self, doc: ArchiveDocument) {
+        let mut buffer = self.buffer.lock().await;
+        buffer.push(doc);
+        let batch_size = self.config.opensearch.batch_size;
+        if buffer.len() >= batch_size {
+            let docs: Vec<ArchiveDocument> = buffer.drain(..).collect();
+            drop(buffer);
+            if let Err(e) = self.flush_docs(docs).await {
+                error!("Failed to flush archive batch: {e}");
+            }
+        }
+    }
+
+    pub async fn update_edit(&self, event_id: &str, new_content: &str) {
+        let body = json!({
+            "doc": {
+                "content": new_content,
+                "edited": true
+            }
+        });
+        if let Err(e) = self
+            .client
+            .update(opensearch::UpdateParts::IndexId(
+                &self.config.opensearch.index,
+                event_id,
+            ))
+            .body(body)
+            .send()
+            .await
+        {
+            warn!(event_id, "Failed to update edited message: {e}");
+        }
+    }
+
+    pub async fn update_redaction(&self, event_id: &str) {
+        let body = json!({
+            "doc": {
+                "content": "",
+                "redacted": true
+            }
+        });
+        if let Err(e) = self
+            .client
+            .update(opensearch::UpdateParts::IndexId(
+                &self.config.opensearch.index,
+                event_id,
+            ))
+            .body(body)
+            .send()
+            .await
+        {
+            warn!(event_id, "Failed to update redacted message: {e}");
+        }
+    }
+
+    pub fn start_flush_task(self: &Arc<Self>) -> tokio::task::JoinHandle<()> {
+        let this = Arc::clone(self);
+        tokio::spawn(async move {
+            let mut tick = interval(Duration::from_millis(
+                this.config.opensearch.flush_interval_ms,
+            ));
+            loop {
+                tick.tick().await;
+                let mut buffer = this.buffer.lock().await;
+                if buffer.is_empty() {
+                    continue;
+                }
+                let docs: Vec<ArchiveDocument> = buffer.drain(..).collect();
+                drop(buffer);
+                if let Err(e) = this.flush_docs(docs).await {
+                    error!("Periodic flush failed: {e}");
+                }
+            }
+        })
+    }
+
+    async fn flush_docs(&self, docs: Vec<ArchiveDocument>) -> anyhow::Result<()> {
+        if docs.is_empty() {
+            return Ok(());
+        }
+
+        let index = &self.config.opensearch.index;
+        let pipeline = &self.config.opensearch.embedding_pipeline;
+
+        let mut body: Vec<JsonBody<serde_json::Value>> = Vec::with_capacity(docs.len() * 2);
+        for doc in &docs {
+            body.push(
+                json!({
+                    "index": {
+                        "_index": index,
+                        "_id": doc.event_id
+                    }
+                })
+                .into(),
+            );
+            body.push(serde_json::to_value(doc)?.into());
+        }
+
+        let response = self
+            .client
+            .bulk(opensearch::BulkParts::None)
+            .pipeline(pipeline)
+            .body(body)
+            .send()
+            .await?;
+
+        if !response.status_code().is_success() {
+            let text = response.text().await?;
+            anyhow::bail!("Bulk index failed: {text}");
+        }
+
+        let result: serde_json::Value = response.json().await?;
+        if result["errors"].as_bool().unwrap_or(false) {
+            warn!("Bulk index had errors: {}", serde_json::to_string_pretty(&result)?);
+        } else {
+            debug!(count = docs.len(), "Flushed documents to OpenSearch");
+        }
+
+        Ok(())
+    }
+}
diff --git a/src/archive/mod.rs b/src/archive/mod.rs
new file mode 100644
index 0000000..aa8039f
--- /dev/null
+++ b/src/archive/mod.rs
@@ -0,0 +1,2 @@
+pub mod indexer;
+pub mod schema;
diff --git a/src/archive/schema.rs b/src/archive/schema.rs
new file mode 100644
index 0000000..3924925
--- /dev/null
+++ b/src/archive/schema.rs
@@ -0,0 +1,205 @@
+use opensearch::OpenSearch;
+use serde::{Deserialize, Serialize};
+use tracing::info;
+
+#[derive(Debug, Clone, Serialize, Deserialize)]
+pub struct ArchiveDocument {
+    pub event_id: String,
+    pub room_id: String,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub room_name: Option<String>,
+    pub sender: String,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub sender_name: Option<String>,
+    pub timestamp: i64,
+    pub content: String,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub reply_to: Option<String>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub thread_id: Option<String>,
+    #[serde(default)]
+    pub media_urls: Vec<String>,
+    pub event_type: String,
+    #[serde(default)]
+    pub edited: bool,
+    #[serde(default)]
+    pub redacted: bool,
+}
+
+const INDEX_MAPPING: &str = r#"{
+    "settings": {
+        "number_of_shards": 1,
+        "number_of_replicas": 0
+    },
+    "mappings": {
+        "properties": {
+            "event_id":    { "type": "keyword" },
+            "room_id":     { "type": "keyword" },
+            "room_name":   { "type": "keyword" },
+            "sender":      { "type": "keyword" },
+            "sender_name": { "type": "keyword" },
+            "timestamp":   { "type": "date", "format": "epoch_millis" },
+            "content":     { "type": "text", "analyzer": "standard" },
+            "reply_to":    { "type": "keyword" },
+            "thread_id":   { "type": "keyword" },
+            "media_urls":  { "type": "keyword" },
+            "event_type":  { "type": "keyword" },
+            "edited":      { "type": "boolean" },
+            "redacted":    { "type": "boolean" }
+        }
+    }
+}"#;
+
+pub fn index_mapping_json() -> &'static str {
+    INDEX_MAPPING
+}
+
+pub async fn create_index_if_not_exists(client: &OpenSearch, index: &str) -> anyhow::Result<()> {
+    let exists = client
+        .indices()
+        .exists(opensearch::indices::IndicesExistsParts::Index(&[index]))
+        .send()
+        .await?;
+
+    if exists.status_code().is_success() {
+        info!(index, "OpenSearch index already exists");
+        return Ok(());
+    }
+
+    let mapping: serde_json::Value = serde_json::from_str(INDEX_MAPPING)?;
+    let response = client
+        .indices()
+        .create(opensearch::indices::IndicesCreateParts::Index(index))
+        .body(mapping)
+        .send()
+        .await?;
+
+    if !response.status_code().is_success() {
+        let body = response.text().await?;
+        anyhow::bail!("Failed to create index {index}: {body}");
+    }
+
+    info!(index, "Created OpenSearch index");
+    Ok(())
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    fn sample_doc() -> ArchiveDocument {
+        ArchiveDocument {
+            event_id: "$abc123:sunbeam.pt".to_string(),
+            room_id: "!room:sunbeam.pt".to_string(),
+            room_name: Some("general".to_string()),
+            sender: "@alice:sunbeam.pt".to_string(),
+            sender_name: Some("Alice".to_string()),
+            timestamp: 1710000000000,
+            content: "hello world".to_string(),
+            reply_to: None,
+            thread_id: None,
+            media_urls: vec![],
+            event_type: "m.room.message".to_string(),
+            edited: false,
+            redacted: false,
+        }
+    }
+
+    #[test]
+    fn test_serialize_full_doc() {
+        let doc = sample_doc();
+        let json = serde_json::to_value(&doc).unwrap();
+
+        assert_eq!(json["event_id"], "$abc123:sunbeam.pt");
+        assert_eq!(json["room_id"], "!room:sunbeam.pt");
+        assert_eq!(json["room_name"], "general");
+        assert_eq!(json["sender"], "@alice:sunbeam.pt");
+        assert_eq!(json["sender_name"], "Alice");
+        assert_eq!(json["timestamp"], 1710000000000_i64);
+        assert_eq!(json["content"], "hello world");
+        assert_eq!(json["event_type"], "m.room.message");
+        assert_eq!(json["edited"], false);
+        assert_eq!(json["redacted"], false);
+        assert!(json["media_urls"].as_array().unwrap().is_empty());
+    }
+
+    #[test]
+    fn test_skip_none_fields() {
+        let doc = sample_doc();
+        let json_str = serde_json::to_string(&doc).unwrap();
+        // reply_to and thread_id are None, should be omitted
+        assert!(!json_str.contains("reply_to"));
+        assert!(!json_str.contains("thread_id"));
+    }
+
+    #[test]
+    fn test_serialize_with_optional_fields() {
+        let mut doc = sample_doc();
+        doc.reply_to = Some("$parent:sunbeam.pt".to_string());
+        doc.thread_id = Some("$thread:sunbeam.pt".to_string());
+        doc.media_urls = vec!["mxc://sunbeam.pt/abc".to_string()];
+        doc.edited = true;
+
+        let json = serde_json::to_value(&doc).unwrap();
+        assert_eq!(json["reply_to"], "$parent:sunbeam.pt");
+        assert_eq!(json["thread_id"], "$thread:sunbeam.pt");
+        assert_eq!(json["media_urls"][0], "mxc://sunbeam.pt/abc");
+        assert_eq!(json["edited"], true);
+    }
+
+    #[test]
+    fn test_deserialize_roundtrip() {
+        let doc = sample_doc();
+        let json_str = serde_json::to_string(&doc).unwrap();
+        let deserialized: ArchiveDocument = serde_json::from_str(&json_str).unwrap();
+
+        assert_eq!(deserialized.event_id, doc.event_id);
+        assert_eq!(deserialized.room_id, doc.room_id);
+        assert_eq!(deserialized.room_name, doc.room_name);
+        assert_eq!(deserialized.sender, doc.sender);
+        assert_eq!(deserialized.content, doc.content);
+        assert_eq!(deserialized.timestamp, doc.timestamp);
+        assert_eq!(deserialized.edited, doc.edited);
+        assert_eq!(deserialized.redacted, doc.redacted);
+    }
+
+    #[test]
+    fn test_deserialize_with_defaults() {
+        // Simulate a document missing optional/default fields
+        let json = r#"{
+            "event_id": "$x:s",
+            "room_id": "!r:s",
+            "sender": "@a:s",
+            "timestamp": 1000,
+            "content": "test",
+            "event_type": "m.room.message"
+        }"#;
+        let doc: ArchiveDocument = serde_json::from_str(json).unwrap();
+        assert!(doc.room_name.is_none());
+        assert!(doc.sender_name.is_none());
+        assert!(doc.reply_to.is_none());
+        assert!(doc.thread_id.is_none());
+        assert!(doc.media_urls.is_empty());
+        assert!(!doc.edited);
+        assert!(!doc.redacted);
+    }
+
+    #[test]
+    fn test_index_mapping_is_valid_json() {
+        let mapping: serde_json::Value =
+            serde_json::from_str(index_mapping_json()).unwrap();
+        assert!(mapping["settings"]["number_of_shards"].is_number());
+        assert!(mapping["mappings"]["properties"]["event_id"]["type"]
+            .as_str()
+            .unwrap()
+            == "keyword");
+        assert!(mapping["mappings"]["properties"]["content"]["type"]
+            .as_str()
+            .unwrap()
+            == "text");
+        assert!(mapping["mappings"]["properties"]["timestamp"]["type"]
+            .as_str()
+            .unwrap()
+            == "date");
+    }
+}
diff --git a/src/brain/conversation.rs b/src/brain/conversation.rs
new file mode 100644
index 0000000..b576d71
--- /dev/null
+++ b/src/brain/conversation.rs
@@ -0,0 +1,207 @@
+use std::collections::{HashMap, VecDeque};
+
+#[derive(Debug, Clone)]
+pub struct ContextMessage {
+    pub sender: String,
+    pub content: String,
+    pub timestamp: i64,
+}
+
+struct RoomContext {
+    messages: VecDeque<ContextMessage>,
+    max_size: usize,
+}
+
+impl RoomContext {
+    fn new(max_size: usize) -> Self {
+        Self {
+            messages: VecDeque::with_capacity(max_size),
+            max_size,
+        }
+    }
+
+    fn add(&mut self, msg: ContextMessage) {
+        if self.messages.len() >= self.max_size {
+            self.messages.pop_front();
+        }
+        self.messages.push_back(msg);
+    }
+
+    fn get(&self) -> Vec<ContextMessage> {
+        self.messages.iter().cloned().collect()
+    }
+}
+
+pub struct ConversationManager {
+    rooms: HashMap<String, RoomContext>,
+    room_window: usize,
+    dm_window: usize,
+    max_rooms: usize,
+}
+
+impl ConversationManager {
+    pub fn new(room_window: usize, dm_window: usize) -> Self {
+        Self {
+            rooms: HashMap::new(),
+            room_window,
+            dm_window,
+            max_rooms: 500, // todo(sienna): make this configurable
+        }
+    }
+
+    pub fn add_message(&mut self, room_id: &str, is_dm: bool, msg: ContextMessage) {
+        let window = if is_dm {
+            self.dm_window
+        } else {
+            self.room_window
+        };
+
+        // Evict oldest room if at capacity
+        if !self.rooms.contains_key(room_id) && self.rooms.len() >= self.max_rooms {
+            // Remove the room with the oldest latest message
+            let oldest = self
+                .rooms
+                .iter()
+                .min_by_key(|(_, ctx)| ctx.messages.back().map(|m| m.timestamp).unwrap_or(0))
+                .map(|(k, _)| k.to_owned());
+            if let Some(key) = oldest {
+                self.rooms.remove(&key);
+            }
+        }
+
+        let ctx = self
+            .rooms
+            .entry(room_id.to_owned())
+            .or_insert_with(|| RoomContext::new(window));
+        ctx.add(msg);
+    }
+
+    pub fn get_context(&self, room_id: &str) -> Vec<ContextMessage> {
+        self.rooms
+            .get(room_id)
+            .map(|ctx| ctx.get())
+            .unwrap_or_default()
+    }
+
+    pub fn room_count(&self) -> usize {
+        self.rooms.len()
+    }
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    fn msg(sender: &str, content: &str, ts: i64) -> ContextMessage {
+        ContextMessage {
+            sender: sender.to_string(),
+            content: content.to_string(),
+            timestamp: ts,
+        }
+    }
+
+    #[test]
+    fn test_add_and_get_messages() {
+        let mut cm = ConversationManager::new(5, 10);
+        cm.add_message("!room1:x", false, msg("alice", "hello", 1));
+        cm.add_message("!room1:x", false, msg("bob", "hi", 2));
+
+        let ctx = cm.get_context("!room1:x");
+        assert_eq!(ctx.len(), 2);
+        assert_eq!(ctx[0].sender, "alice");
+        assert_eq!(ctx[1].sender, "bob");
+    }
+
+    #[test]
+    fn test_empty_room_returns_empty() {
+        let cm = ConversationManager::new(5, 10);
+        let ctx = cm.get_context("!nonexistent:x");
+        assert!(ctx.is_empty());
+    }
+
+    #[test]
+    fn test_sliding_window_group_room() {
+        let mut cm = ConversationManager::new(3, 10);
+        for i in 0..5 {
+            cm.add_message("!room:x", false, msg("user", &format!("msg{i}"), i));
+        }
+        let ctx = cm.get_context("!room:x");
+        assert_eq!(ctx.len(), 3);
+        // Should keep the last 3
+        assert_eq!(ctx[0].content, "msg2");
+        assert_eq!(ctx[1].content, "msg3");
+        assert_eq!(ctx[2].content, "msg4");
+    }
+
+    #[test]
+    fn test_sliding_window_dm_room() {
+        let mut cm = ConversationManager::new(3, 5);
+        for i in 0..7 {
+            cm.add_message("!dm:x", true, msg("user", &format!("dm{i}"), i));
+        }
+        let ctx = cm.get_context("!dm:x");
+        assert_eq!(ctx.len(), 5);
+        assert_eq!(ctx[0].content, "dm2");
+        assert_eq!(ctx[4].content, "dm6");
+    }
+
+    #[test]
+    fn test_multiple_rooms_independent() {
+        let mut cm = ConversationManager::new(5, 10);
+        cm.add_message("!a:x", false, msg("alice", "in room a", 1));
+        cm.add_message("!b:x", false, msg("bob", "in room b", 2));
+
+        assert_eq!(cm.get_context("!a:x").len(), 1);
+        assert_eq!(cm.get_context("!b:x").len(), 1);
+        assert_eq!(cm.get_context("!a:x")[0].content, "in room a");
+        assert_eq!(cm.get_context("!b:x")[0].content, "in room b");
+    }
+
+    #[test]
+    fn test_lru_eviction_at_max_rooms() {
+        // Create a manager with max_rooms = 500 (default), but we'll use a small one
+        let mut cm = ConversationManager::new(5, 10);
+        cm.max_rooms = 3;
+
+        // Add 3 rooms
+        cm.add_message("!room1:x", false, msg("a", "r1", 100));
+        cm.add_message("!room2:x", false, msg("b", "r2", 200));
+        cm.add_message("!room3:x", false, msg("c", "r3", 300));
+        assert_eq!(cm.room_count(), 3);
+
+        // Adding a 4th room should evict the one with oldest latest message (room1, ts=100)
+        cm.add_message("!room4:x", false, msg("d", "r4", 400));
+        assert_eq!(cm.room_count(), 3);
+        assert!(cm.get_context("!room1:x").is_empty()); // evicted
+        assert_eq!(cm.get_context("!room2:x").len(), 1);
+        assert_eq!(cm.get_context("!room3:x").len(), 1);
+        assert_eq!(cm.get_context("!room4:x").len(), 1);
+    }
+
+    #[test]
+    fn test_existing_room_not_evicted() {
+        let mut cm = ConversationManager::new(5, 10);
+        cm.max_rooms = 2;
+
+        cm.add_message("!room1:x", false, msg("a", "r1", 100));
+        cm.add_message("!room2:x", false, msg("b", "r2", 200));
+
+        // Adding to existing room should NOT trigger eviction
+        cm.add_message("!room1:x", false, msg("a", "r1 again", 300));
+        assert_eq!(cm.room_count(), 2);
+        assert_eq!(cm.get_context("!room1:x").len(), 2);
+    }
+
+    #[test]
+    fn test_message_ordering_preserved() {
+        let mut cm = ConversationManager::new(10, 10);
+        cm.add_message("!r:x", false, msg("a", "first", 1));
+        cm.add_message("!r:x", false, msg("b", "second", 2));
+        cm.add_message("!r:x", false, msg("c", "third", 3));
+
+        let ctx = cm.get_context("!r:x");
+        assert_eq!(ctx[0].timestamp, 1);
+        assert_eq!(ctx[1].timestamp, 2);
+        assert_eq!(ctx[2].timestamp, 3);
+    }
+}
diff --git a/src/brain/evaluator.rs b/src/brain/evaluator.rs
new file mode 100644
index 0000000..9c3423c
--- /dev/null
+++ b/src/brain/evaluator.rs
@@ -0,0 +1,307 @@
+use std::sync::Arc;
+
+use mistralai_client::v1::{
+    chat::{ChatMessage, ChatParams, ResponseFormat},
+    constants::Model,
+};
+use regex::Regex;
+use tracing::{debug, warn};
+
+use crate::config::Config;
+
+#[derive(Debug)]
+pub enum Engagement {
+    MustRespond { reason: MustRespondReason },
+    MaybeRespond { relevance: f32, hook: String },
+    Ignore,
+}
+
+#[derive(Debug)]
+pub enum MustRespondReason {
+    DirectMention,
+    DirectMessage,
+    NameInvocation,
+}
+
+pub struct Evaluator {
+    config: Arc<Config>,
+    mention_regex: Regex,
+    name_regex: Regex,
+}
+
+impl Evaluator {
+    // todo(sienna): regex must be configrable
+    pub fn new(config: Arc<Config>) -> Self {
+        let user_id = &config.matrix.user_id;
+        let mention_pattern = regex::escape(user_id);
+        let mention_regex = Regex::new(&mention_pattern).expect("Failed to compile mention regex");
+        let name_regex =
+            Regex::new(r"(?i)(?:^|\bhey\s+)\bsol\b").expect("Failed to compile name regex");
+
+        Self {
+            config,
+            mention_regex,
+            name_regex,
+        }
+    }
+
+    pub async fn evaluate(
+        &self,
+        sender: &str,
+        body: &str,
+        is_dm: bool,
+        recent_messages: &[String],
+        mistral: &Arc<mistralai_client::v1::client::Client>,
+    ) -> Engagement {
+        // Don't respond to ourselves
+        if sender == self.config.matrix.user_id {
+            return Engagement::Ignore;
+        }
+
+        // Direct mention: @sol:sunbeam.pt
+        if self.mention_regex.is_match(body) {
+            return Engagement::MustRespond {
+                reason: MustRespondReason::DirectMention,
+            };
+        }
+
+        // DM
+        if is_dm {
+            return Engagement::MustRespond {
+                reason: MustRespondReason::DirectMessage,
+            };
+        }
+
+        // Name invocation: "sol ..." or "hey sol ..."
+        if self.name_regex.is_match(body) {
+            return Engagement::MustRespond {
+                reason: MustRespondReason::NameInvocation,
+            };
+        }
+
+        // Cheap evaluation call for spontaneous responses
+        self.evaluate_relevance(body, recent_messages, mistral)
+            .await
+    }
+
+    /// Check rule-based engagement (without calling Mistral). Returns Some(Engagement)
+    /// if a rule matched, None if we need to fall through to the LLM evaluation.
+    pub fn evaluate_rules(
+        &self,
+        sender: &str,
+        body: &str,
+        is_dm: bool,
+    ) -> Option<Engagement> {
+        if sender == self.config.matrix.user_id {
+            return Some(Engagement::Ignore);
+        }
+        if self.mention_regex.is_match(body) {
+            return Some(Engagement::MustRespond {
+                reason: MustRespondReason::DirectMention,
+            });
+        }
+        if is_dm {
+            return Some(Engagement::MustRespond {
+                reason: MustRespondReason::DirectMessage,
+            });
+        }
+        if self.name_regex.is_match(body) {
+            return Some(Engagement::MustRespond {
+                reason: MustRespondReason::NameInvocation,
+            });
+        }
+        None
+    }
+
+    async fn evaluate_relevance(
+        &self,
+        body: &str,
+        recent_messages: &[String],
+        mistral: &Arc<mistralai_client::v1::client::Client>,
+    ) -> Engagement {
+        let context = recent_messages
+            .iter()
+            .rev()
+            .take(5) //todo(sienna): must be configurable
+            .rev()
+            .cloned()
+            .collect::<Vec<_>>()
+            .join("\n");
+
+        let prompt = format!(
+            "You are evaluating whether a virtual librarian named Sol should spontaneously join \
+             a conversation. Sol has deep knowledge of the group's message archive and helps \
+             people find information.\n\n\
+             Recent conversation:\n{context}\n\n\
+             Latest message: {body}\n\n\
+             Respond ONLY with JSON: {{\"relevance\": 0.0-1.0, \"hook\": \"brief reason or empty string\"}}\n\
+             relevance=1.0 means Sol absolutely should respond, 0.0 means irrelevant."
+        );
+
+        let messages = vec![ChatMessage::new_user_message(&prompt)];
+        let params = ChatParams {
+            response_format: Some(ResponseFormat::json_object()),
+            temperature: Some(0.1),
+            max_tokens: Some(100),
+            ..Default::default()
+        };
+
+        let model = Model::new(&self.config.mistral.evaluation_model);
+        let client = Arc::clone(mistral);
+        let result = tokio::task::spawn_blocking(move || {
+            client.chat(model, messages, Some(params))
+        })
+        .await
+        .unwrap_or_else(|e| Err(mistralai_client::v1::error::ApiError {
+            message: format!("spawn_blocking join error: {e}"),
+        }));
+
+        match result {
+            Ok(response) => {
+                let text = &response.choices[0].message.content;
+                match serde_json::from_str::<serde_json::Value>(text) {
+                    Ok(val) => {
+                        let relevance = val["relevance"].as_f64().unwrap_or(0.0) as f32;
+                        let hook = val["hook"].as_str().unwrap_or("").to_string();
+
+                        debug!(relevance, hook = hook.as_str(), "Evaluation result");
+
+                        if relevance >= self.config.behavior.spontaneous_threshold {
+                            Engagement::MaybeRespond { relevance, hook }
+                        } else {
+                            Engagement::Ignore
+                        }
+                    }
+                    Err(e) => {
+                        warn!("Failed to parse evaluation response: {e}");
+                        Engagement::Ignore
+                    }
+                }
+            }
+            Err(e) => {
+                warn!("Evaluation call failed: {e}");
+                Engagement::Ignore
+            }
+        }
+    }
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+    use crate::config::Config;
+
+    fn test_config() -> Arc<Config> {
+        let toml = r#"
+[matrix]
+homeserver_url = "https://chat.sunbeam.pt"
+user_id = "@sol:sunbeam.pt"
+state_store_path = "/tmp/sol"
+
+[opensearch]
+url = "http://localhost:9200"
+index = "test"
+
+[mistral]
+[behavior]
+"#;
+        Arc::new(Config::from_str(toml).unwrap())
+    }
+
+    fn evaluator() -> Evaluator {
+        Evaluator::new(test_config())
+    }
+
+    #[test]
+    fn test_ignore_own_messages() {
+        let ev = evaluator();
+        let result = ev.evaluate_rules("@sol:sunbeam.pt", "hello everyone", false);
+        assert!(matches!(result, Some(Engagement::Ignore)));
+    }
+
+    #[test]
+    fn test_direct_mention() {
+        let ev = evaluator();
+        let result = ev.evaluate_rules("@alice:sunbeam.pt", "hey @sol:sunbeam.pt what's up?", false);
+        assert!(matches!(
+            result,
+            Some(Engagement::MustRespond { reason: MustRespondReason::DirectMention })
+        ));
+    }
+
+    #[test]
+    fn test_dm_detection() {
+        let ev = evaluator();
+        let result = ev.evaluate_rules("@alice:sunbeam.pt", "random message", true);
+        assert!(matches!(
+            result,
+            Some(Engagement::MustRespond { reason: MustRespondReason::DirectMessage })
+        ));
+    }
+
+    #[test]
+    fn test_name_invocation_start_of_message() {
+        let ev = evaluator();
+        let result = ev.evaluate_rules("@alice:sunbeam.pt", "sol, can you find that link?", false);
+        assert!(matches!(
+            result,
+            Some(Engagement::MustRespond { reason: MustRespondReason::NameInvocation })
+        ));
+    }
+
+    #[test]
+    fn test_name_invocation_hey_sol() {
+        let ev = evaluator();
+        let result = ev.evaluate_rules("@alice:sunbeam.pt", "hey sol do you remember?", false);
+        assert!(matches!(
+            result,
+            Some(Engagement::MustRespond { reason: MustRespondReason::NameInvocation })
+        ));
+    }
+
+    #[test]
+    fn test_name_invocation_case_insensitive() {
+        let ev = evaluator();
+        let result = ev.evaluate_rules("@alice:sunbeam.pt", "Hey Sol, help me", false);
+        assert!(matches!(
+            result,
+            Some(Engagement::MustRespond { reason: MustRespondReason::NameInvocation })
+        ));
+    }
+
+    #[test]
+    fn test_name_invocation_sol_uppercase() {
+        let ev = evaluator();
+        let result = ev.evaluate_rules("@alice:sunbeam.pt", "SOL what do you think?", false);
+        assert!(matches!(
+            result,
+            Some(Engagement::MustRespond { reason: MustRespondReason::NameInvocation })
+        ));
+    }
+
+    #[test]
+    fn test_no_false_positive_solstice() {
+        let ev = evaluator();
+        // "solstice" should NOT trigger name invocation — \b boundary prevents it
+        let result = ev.evaluate_rules("@alice:sunbeam.pt", "the solstice is coming", false);
+        assert!(result.is_none());
+    }
+
+    #[test]
+    fn test_random_message_falls_through() {
+        let ev = evaluator();
+        let result = ev.evaluate_rules("@alice:sunbeam.pt", "what's for lunch?", false);
+        assert!(result.is_none());
+    }
+
+    #[test]
+    fn test_priority_mention_over_dm() {
+        // When both mention and DM are true, mention should match first
+        let ev = evaluator();
+        let result = ev.evaluate_rules("@alice:sunbeam.pt", "hi @sol:sunbeam.pt", true);
+        assert!(matches!(
+            result,
+            Some(Engagement::MustRespond { reason: MustRespondReason::DirectMention })
+        ));
+    }
+}
diff --git a/src/brain/mod.rs b/src/brain/mod.rs
new file mode 100644
index 0000000..d8a3e6e
--- /dev/null
+++ b/src/brain/mod.rs
@@ -0,0 +1,4 @@
+pub mod conversation;
+pub mod evaluator;
+pub mod personality;
+pub mod responder;
diff --git a/src/brain/personality.rs b/src/brain/personality.rs
new file mode 100644
index 0000000..a706afe
--- /dev/null
+++ b/src/brain/personality.rs
@@ -0,0 +1,89 @@
+use chrono::Utc;
+
+pub struct Personality {
+    template: String,
+}
+
+impl Personality {
+    pub fn new(system_prompt: String) -> Self {
+        Self {
+            template: system_prompt,
+        }
+    }
+
+    pub fn build_system_prompt(
+        &self,
+        room_name: &str,
+        members: &[String],
+        ) -> String {
+        let date = Utc::now().format("%Y-%m-%d").to_string();
+        let members_str = members.join(", ");
+
+        self.template
+            .replace("{date}", &date)
+            .replace("{room_name}", room_name)
+            .replace("{members}", &members_str)
+    }
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    #[test]
+    fn test_date_substitution() {
+        let p = Personality::new("Today is {date}.".to_string());
+        let result = p.build_system_prompt("general", &[]);
+        let today = Utc::now().format("%Y-%m-%d").to_string();
+        assert_eq!(result, format!("Today is {today}."));
+    }
+
+    #[test]
+    fn test_room_name_substitution() {
+        let p = Personality::new("You are in {room_name}.".to_string());
+        let result = p.build_system_prompt("design-chat", &[]);
+        assert!(result.contains("design-chat"));
+    }
+
+    #[test]
+    fn test_members_substitution() {
+        let p = Personality::new("Members: {members}".to_string());
+        let members = vec!["Alice".to_string(), "Bob".to_string(), "Carol".to_string()];
+        let result = p.build_system_prompt("room", &members);
+        assert_eq!(result, "Members: Alice, Bob, Carol");
+    }
+
+    #[test]
+    fn test_empty_members() {
+        let p = Personality::new("Members: {members}".to_string());
+        let result = p.build_system_prompt("room", &[]);
+        assert_eq!(result, "Members: ");
+    }
+
+    #[test]
+    fn test_all_placeholders() {
+        let template = "Date: {date}, Room: {room_name}, People: {members}".to_string();
+        let p = Personality::new(template);
+        let members = vec!["Sienna".to_string(), "Lonni".to_string()];
+        let result = p.build_system_prompt("studio", &members);
+
+        let today = Utc::now().format("%Y-%m-%d").to_string();
+        assert!(result.starts_with(&format!("Date: {today}")));
+        assert!(result.contains("Room: studio"));
+        assert!(result.contains("People: Sienna, Lonni"));
+    }
+
+    #[test]
+    fn test_no_placeholders_passthrough() {
+        let p = Personality::new("Static prompt with no variables.".to_string());
+        let result = p.build_system_prompt("room", &["Alice".to_string()]);
+        assert_eq!(result, "Static prompt with no variables.");
+    }
+
+    #[test]
+    fn test_multiple_same_placeholder() {
+        let p = Personality::new("{room_name} is great. I love {room_name}.".to_string());
+        let result = p.build_system_prompt("lounge", &[]);
+        assert_eq!(result, "lounge is great. I love lounge.");
+    }
+}
diff --git a/src/brain/responder.rs b/src/brain/responder.rs
new file mode 100644
index 0000000..8b24159
--- /dev/null
+++ b/src/brain/responder.rs
@@ -0,0 +1,179 @@
+use std::sync::Arc;
+
+use mistralai_client::v1::{
+    chat::{ChatMessage, ChatParams, ChatResponse, ChatResponseChoiceFinishReason},
+    constants::Model,
+    error::ApiError,
+    tool::ToolChoice,
+};
+use rand::Rng;
+use tokio::time::{sleep, Duration};
+use tracing::{debug, error, info, warn};
+
+use crate::brain::conversation::ContextMessage;
+use crate::brain::personality::Personality;
+use crate::config::Config;
+use crate::tools::ToolRegistry;
+
+/// Run a Mistral chat completion on a blocking thread.
+///
+/// The mistral client's `chat_async` holds a `std::sync::MutexGuard` across an
+/// `.await` point, making the future !Send. We use the synchronous `chat()`
+/// method via `spawn_blocking` instead.
+pub(crate) async fn chat_blocking(
+    client: &Arc<mistralai_client::v1::client::Client>,
+    model: Model,
+    messages: Vec<ChatMessage>,
+    params: ChatParams,
+) -> Result<ChatResponse, ApiError> {
+    let client = Arc::clone(client);
+    tokio::task::spawn_blocking(move || client.chat(model, messages, Some(params)))
+        .await
+        .map_err(|e| ApiError {
+            message: format!("spawn_blocking join error: {e}"),
+        })?
+}
+
+pub struct Responder {
+    config: Arc<Config>,
+    personality: Arc<Personality>,
+    tools: Arc<ToolRegistry>,
+}
+
+impl Responder {
+    pub fn new(
+        config: Arc<Config>,
+        personality: Arc<Personality>,
+        tools: Arc<ToolRegistry>,
+    ) -> Self {
+        Self {
+            config,
+            personality,
+            tools,
+        }
+    }
+
+    pub async fn generate_response(
+        &self,
+        context: &[ContextMessage],
+        trigger_body: &str,
+        trigger_sender: &str,
+        room_name: &str,
+        members: &[String],
+        is_spontaneous: bool,
+        mistral: &Arc<mistralai_client::v1::client::Client>,
+    ) -> Option<String> {
+        // Apply response delay
+        let delay = if is_spontaneous {
+            rand::thread_rng().gen_range(
+                self.config.behavior.spontaneous_delay_min_ms
+                    ..=self.config.behavior.spontaneous_delay_max_ms,
+            )
+        } else {
+            rand::thread_rng().gen_range(
+                self.config.behavior.response_delay_min_ms
+                    ..=self.config.behavior.response_delay_max_ms,
+            )
+        };
+        sleep(Duration::from_millis(delay)).await;
+
+        let system_prompt = self.personality.build_system_prompt(room_name, members);
+
+        let mut messages = vec![ChatMessage::new_system_message(&system_prompt)];
+
+        // Add context messages
+        for msg in context {
+            if msg.sender == self.config.matrix.user_id {
+                messages.push(ChatMessage::new_assistant_message(&msg.content, None));
+            } else {
+                let user_msg = format!("{}: {}", msg.sender, msg.content);
+                messages.push(ChatMessage::new_user_message(&user_msg));
+            }
+        }
+
+        // Add the triggering message
+        let trigger = format!("{trigger_sender}: {trigger_body}");
+        messages.push(ChatMessage::new_user_message(&trigger));
+
+        let tool_defs = ToolRegistry::tool_definitions();
+        let model = Model::new(&self.config.mistral.default_model);
+        let max_iterations = self.config.mistral.max_tool_iterations;
+
+        for iteration in 0..=max_iterations {
+            let params = ChatParams {
+                tools: if iteration < max_iterations {
+                    Some(tool_defs.clone())
+                } else {
+                    None
+                },
+                tool_choice: if iteration < max_iterations {
+                    Some(ToolChoice::Auto)
+                } else {
+                    None
+                },
+                ..Default::default()
+            };
+
+            let response = match chat_blocking(mistral, model.clone(), messages.clone(), params).await {
+                Ok(r) => r,
+                Err(e) => {
+                    error!("Mistral chat failed: {e}");
+                    return None;
+                }
+            };
+
+            let choice = &response.choices[0];
+
+            if choice.finish_reason == ChatResponseChoiceFinishReason::ToolCalls {
+                if let Some(tool_calls) = &choice.message.tool_calls {
+                    // Add assistant message with tool calls
+                    messages.push(ChatMessage::new_assistant_message(
+                        &choice.message.content,
+                        Some(tool_calls.clone()),
+                    ));
+
+                    for tc in tool_calls {
+                        let call_id = tc.id.as_deref().unwrap_or("unknown");
+                        info!(
+                            tool = tc.function.name.as_str(),
+                            id = call_id,
+                            "Executing tool call"
+                        );
+
+                        let result = self
+                            .tools
+                            .execute(&tc.function.name, &tc.function.arguments)
+                            .await;
+
+                        let result_str = match result {
+                            Ok(s) => s,
+                            Err(e) => {
+                                warn!(tool = tc.function.name.as_str(), "Tool failed: {e}");
+                                format!("Error: {e}")
+                            }
+                        };
+
+                        messages.push(ChatMessage::new_tool_message(
+                            &result_str,
+                            call_id,
+                            Some(&tc.function.name),
+                        ));
+                    }
+
+                    debug!(iteration, "Tool iteration complete, continuing");
+                    continue;
+                }
+            }
+
+            // Final text response
+            let text = choice.message.content.trim().to_string();
+            if text.is_empty() {
+                return None;
+            }
+            return Some(text);
+        }
+
+        warn!("Exceeded max tool iterations");
+        None
+    }
+}
diff --git a/src/config.rs b/src/config.rs
new file mode 100644
index 0000000..33e57f8
--- /dev/null
+++ b/src/config.rs
@@ -0,0 +1,219 @@
+use serde::Deserialize;
+
+#[derive(Debug, Clone, Deserialize)]
+pub struct Config {
+    pub matrix: MatrixConfig,
+    pub opensearch: OpenSearchConfig,
+    pub mistral: MistralConfig,
+    pub behavior: BehaviorConfig,
+}
+
+#[derive(Debug, Clone, Deserialize)]
+pub struct MatrixConfig {
+    pub homeserver_url: String,
+    pub user_id: String,
+    pub state_store_path: String,
+}
+
+#[derive(Debug, Clone, Deserialize)]
+pub struct OpenSearchConfig {
+    pub url: String,
+    pub index: String,
+    #[serde(default = "default_batch_size")]
+    pub batch_size: usize,
+    #[serde(default = "default_flush_interval_ms")]
+    pub flush_interval_ms: u64,
+    #[serde(default = "default_embedding_pipeline")]
+    pub embedding_pipeline: String,
+}
+
+#[derive(Debug, Clone, Deserialize)]
+pub struct MistralConfig {
+    #[serde(default = "default_model")]
+    pub default_model: String,
+    #[serde(default = "default_evaluation_model")]
+    pub evaluation_model: String,
+    #[serde(default = "default_research_model")]
+    pub research_model: String,
+    #[serde(default = "default_max_tool_iterations")]
+    pub max_tool_iterations: usize,
+}
+
+#[derive(Debug, Clone, Deserialize)]
+pub struct BehaviorConfig {
+    #[serde(default = "default_response_delay_min_ms")]
+    pub response_delay_min_ms: u64,
+    #[serde(default = "default_response_delay_max_ms")]
+    pub response_delay_max_ms: u64,
+    #[serde(default = "default_spontaneous_delay_min_ms")]
+    pub spontaneous_delay_min_ms: u64,
+    #[serde(default = "default_spontaneous_delay_max_ms")]
+    pub spontaneous_delay_max_ms: u64,
+    #[serde(default = "default_spontaneous_threshold")]
+    pub spontaneous_threshold: f32,
+    #[serde(default = "default_room_context_window")]
+    pub room_context_window: usize,
+    #[serde(default = "default_dm_context_window")]
+    pub dm_context_window: usize,
+    #[serde(default = "default_backfill_on_join")]
+    pub backfill_on_join: bool,
+    #[serde(default = "default_backfill_limit")]
+    pub backfill_limit: usize,
+}
+
+fn default_batch_size() -> usize { 50 }
+fn default_flush_interval_ms() -> u64 { 2000 }
+fn default_embedding_pipeline() -> String { "tuwunel_embedding_pipeline".into() }
+fn default_model() -> String { "mistral-medium-latest".into() }
+fn default_evaluation_model() -> String { "ministral-3b-latest".into() }
+fn default_research_model() -> String { "mistral-large-latest".into() }
+fn default_max_tool_iterations() -> usize { 5 }
+fn default_response_delay_min_ms() -> u64 { 2000 }
+fn default_response_delay_max_ms() -> u64 { 8000 }
+fn default_spontaneous_delay_min_ms() -> u64 { 15000 }
+fn default_spontaneous_delay_max_ms() -> u64 { 60000 }
+fn default_spontaneous_threshold() -> f32 { 0.7 }
+fn default_room_context_window() -> usize { 30 }
+fn default_dm_context_window() -> usize { 100 }
+fn default_backfill_on_join() -> bool { true }
+fn default_backfill_limit() -> usize { 10000 }
+
+impl Config {
+    pub fn load(path: &str) -> anyhow::Result<Self> {
+        let content = std::fs::read_to_string(path)?;
+        let config: Config = toml::from_str(&content)?;
+        Ok(config)
+    }
+
+    pub fn from_str(content: &str) -> anyhow::Result<Self> {
+        let config: Config = toml::from_str(content)?;
+        Ok(config)
+    }
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    const MINIMAL_CONFIG: &str = r#"
+[matrix]
+homeserver_url = "https://chat.sunbeam.pt"
+user_id = "@sol:sunbeam.pt"
+state_store_path = "/data/sol/state"
+
+[opensearch]
+url = "http://opensearch:9200"
+index = "sol-archive"
+
+[mistral]
+
+[behavior]
+"#;
+
+    const FULL_CONFIG: &str = r#"
+[matrix]
+homeserver_url = "https://chat.sunbeam.pt"
+user_id = "@sol:sunbeam.pt"
+state_store_path = "/data/sol/state"
+
+[opensearch]
+url = "http://opensearch:9200"
+index = "sol-archive"
+batch_size = 100
+flush_interval_ms = 5000
+embedding_pipeline = "my_pipeline"
+
+[mistral]
+default_model = "mistral-large-latest"
+evaluation_model = "ministral-8b-latest"
+research_model = "mistral-large-latest"
+max_tool_iterations = 10
+
+[behavior]
+response_delay_min_ms = 1000
+response_delay_max_ms = 5000
+spontaneous_delay_min_ms = 10000
+spontaneous_delay_max_ms = 30000
+spontaneous_threshold = 0.8
+room_context_window = 50
+dm_context_window = 200
+backfill_on_join = false
+backfill_limit = 5000
+"#;
+
+    #[test]
+    fn test_minimal_config_with_defaults() {
+        let config = Config::from_str(MINIMAL_CONFIG).unwrap();
+
+        assert_eq!(config.matrix.homeserver_url, "https://chat.sunbeam.pt");
+        assert_eq!(config.matrix.user_id, "@sol:sunbeam.pt");
+        assert_eq!(config.matrix.state_store_path, "/data/sol/state");
+        assert_eq!(config.opensearch.url, "http://opensearch:9200");
+        assert_eq!(config.opensearch.index, "sol-archive");
+
+        // Check defaults
+        assert_eq!(config.opensearch.batch_size, 50);
+        assert_eq!(config.opensearch.flush_interval_ms, 2000);
+        assert_eq!(config.opensearch.embedding_pipeline, "tuwunel_embedding_pipeline");
+        assert_eq!(config.mistral.default_model, "mistral-medium-latest");
+        assert_eq!(config.mistral.evaluation_model, "ministral-3b-latest");
+        assert_eq!(config.mistral.research_model, "mistral-large-latest");
+        assert_eq!(config.mistral.max_tool_iterations, 5);
+        assert_eq!(config.behavior.response_delay_min_ms, 2000);
+        assert_eq!(config.behavior.response_delay_max_ms, 8000);
+        assert_eq!(config.behavior.spontaneous_delay_min_ms, 15000);
+        assert_eq!(config.behavior.spontaneous_delay_max_ms, 60000);
+        assert!((config.behavior.spontaneous_threshold - 0.7).abs() < f32::EPSILON);
+        assert_eq!(config.behavior.room_context_window, 30);
+        assert_eq!(config.behavior.dm_context_window, 100);
+        assert!(config.behavior.backfill_on_join);
+        assert_eq!(config.behavior.backfill_limit, 10000);
+    }
+
+    #[test]
+    fn test_full_config_overrides() {
+        let config = Config::from_str(FULL_CONFIG).unwrap();
+
+        assert_eq!(config.opensearch.batch_size, 100);
+        assert_eq!(config.opensearch.flush_interval_ms, 5000);
+        assert_eq!(config.opensearch.embedding_pipeline, "my_pipeline");
+        assert_eq!(config.mistral.default_model, "mistral-large-latest");
+        assert_eq!(config.mistral.evaluation_model, "ministral-8b-latest");
+        assert_eq!(config.mistral.max_tool_iterations, 10);
+        assert_eq!(config.behavior.response_delay_min_ms, 1000);
+        assert_eq!(config.behavior.response_delay_max_ms, 5000);
+        assert!((config.behavior.spontaneous_threshold - 0.8).abs() < f32::EPSILON);
+        assert_eq!(config.behavior.room_context_window, 50);
+        assert_eq!(config.behavior.dm_context_window, 200);
+        assert!(!config.behavior.backfill_on_join);
+        assert_eq!(config.behavior.backfill_limit, 5000);
+    }
+
+    #[test]
+    fn test_missing_required_section_fails() {
+        let bad = r#"
+[matrix]
+homeserver_url = "https://chat.sunbeam.pt"
+user_id = "@sol:sunbeam.pt"
+state_store_path = "/data/sol/state"
+"#;
+        assert!(Config::from_str(bad).is_err());
+    }
+
+    #[test]
+    fn test_missing_required_field_fails() {
+        let bad = r#"
+[matrix]
+homeserver_url = "https://chat.sunbeam.pt"
+state_store_path = "/data/sol/state"
+
+[opensearch]
+url = "http://opensearch:9200"
+index = "sol-archive"
+
+[mistral]
+[behavior]
+"#;
+        assert!(Config::from_str(bad).is_err());
+    }
+}
diff --git a/src/main.rs b/src/main.rs
new file mode 100644
index 0000000..37cbdcd
--- /dev/null
+++ b/src/main.rs
@@ -0,0 +1,160 @@
+mod archive;
+mod brain;
+mod config;
+mod matrix_utils;
+mod sync;
+mod tools;
+
+use std::sync::Arc;
+
+use matrix_sdk::Client;
+use opensearch::http::transport::TransportBuilder;
+use opensearch::OpenSearch;
+use ruma::{OwnedDeviceId, OwnedUserId};
+use tokio::signal;
+use tokio::sync::Mutex;
+use tracing::{error, info};
+use url::Url;
+
+use archive::indexer::Indexer;
+use archive::schema::create_index_if_not_exists;
+use brain::conversation::ConversationManager;
+use brain::evaluator::Evaluator;
+use brain::personality::Personality;
+use brain::responder::Responder;
+use config::Config;
+use sync::AppState;
+use tools::ToolRegistry;
+
+#[tokio::main]
+async fn main() -> anyhow::Result<()> {
+    // Initialize tracing
+    tracing_subscriber::fmt()
+        .with_env_filter(
+            tracing_subscriber::EnvFilter::try_from_default_env()
+                .unwrap_or_else(|_| tracing_subscriber::EnvFilter::new("sol=info")),
+        )
+        .init();
+
+    // Load config
+    let config_path =
+        std::env::var("SOL_CONFIG").unwrap_or_else(|_| "/etc/sol/sol.toml".into());
+    let config = Config::load(&config_path)?;
+    info!("Loaded config from {config_path}");
+
+    // Load system prompt
+    let prompt_path = std::env::var("SOL_SYSTEM_PROMPT")
+        .unwrap_or_else(|_| "/etc/sol/system_prompt.md".into());
+    let system_prompt = std::fs::read_to_string(&prompt_path)?;
+    info!("Loaded system prompt from {prompt_path}");
+
+    // Read secrets from environment
+    let access_token = std::env::var("SOL_MATRIX_ACCESS_TOKEN")
+        .map_err(|_| anyhow::anyhow!("SOL_MATRIX_ACCESS_TOKEN not set"))?;
+    let device_id = std::env::var("SOL_MATRIX_DEVICE_ID")
+        .map_err(|_| anyhow::anyhow!("SOL_MATRIX_DEVICE_ID not set"))?;
+    let mistral_api_key = std::env::var("SOL_MISTRAL_API_KEY")
+        .map_err(|_| anyhow::anyhow!("SOL_MISTRAL_API_KEY not set"))?;
+
+    let config = Arc::new(config);
+
+    // Initialize Matrix client with E2EE and sqlite store
+    let homeserver = Url::parse(&config.matrix.homeserver_url)?;
+
+    let matrix_client = Client::builder()
+        .homeserver_url(homeserver)
+        .sqlite_store(&config.matrix.state_store_path, None)
+        .build()
+        .await?;
+
+    // Restore session
+    let user_id: OwnedUserId = config.matrix.user_id.parse()?;
+    let device_id: OwnedDeviceId = device_id.into();
+
+    let session = matrix_sdk::AuthSession::Matrix(matrix_sdk::matrix_auth::MatrixSession {
+        meta: matrix_sdk::SessionMeta {
+            user_id,
+            device_id,
+        },
+        tokens: matrix_sdk::matrix_auth::MatrixSessionTokens {
+            access_token,
+            refresh_token: None,
+        },
+    });
+
+    matrix_client.restore_session(session).await?;
+    info!(user = %config.matrix.user_id, "Matrix session restored");
+
+    // Initialize OpenSearch client
+    let os_url = Url::parse(&config.opensearch.url)?;
+    let os_transport = TransportBuilder::new(
+        opensearch::http::transport::SingleNodeConnectionPool::new(os_url),
+    )
+    .build()?;
+    let os_client = OpenSearch::new(os_transport);
+
+    // Ensure index exists
+    create_index_if_not_exists(&os_client, &config.opensearch.index).await?;
+
+    // Initialize Mistral client
+    let mistral_client = mistralai_client::v1::client::Client::new(
+        Some(mistral_api_key),
+        None,
+        None,
+        None,
+    )?;
+    let mistral = Arc::new(mistral_client);
+
+    // Build components
+    let personality = Arc::new(Personality::new(system_prompt));
+    let tool_registry = Arc::new(ToolRegistry::new(
+        os_client.clone(),
+        matrix_client.clone(),
+        config.clone(),
+    ));
+    let indexer = Arc::new(Indexer::new(os_client, config.clone()));
+    let evaluator = Arc::new(Evaluator::new(config.clone()));
+    let responder = Arc::new(Responder::new(
+        config.clone(),
+        personality,
+        tool_registry,
+    ));
+    let conversations = Arc::new(Mutex::new(ConversationManager::new(
+        config.behavior.room_context_window,
+        config.behavior.dm_context_window,
+    )));
+
+    // Start background flush task
+    let _flush_handle = indexer.start_flush_task();
+
+    // Build shared state
+    let state = Arc::new(AppState {
+        config: config.clone(),
+        indexer,
+        evaluator,
+        responder,
+        conversations,
+        mistral,
+    });
+
+    // Start sync loop in background
+    let sync_client = matrix_client.clone();
+    let sync_state = state.clone();
+    let sync_handle = tokio::spawn(async move {
+        if let Err(e) = sync::start_sync(sync_client, sync_state).await {
+            error!("Sync loop error: {e}");
+        }
+    });
+
+    info!("Sol is running");
+
+    // Wait for shutdown signal
+    signal::ctrl_c().await?;
+    info!("Shutdown signal received");
+
+    // Cancel sync
+    sync_handle.abort();
+
+    info!("Sol has shut down");
+    Ok(())
+}
diff --git a/src/matrix_utils.rs b/src/matrix_utils.rs
new file mode 100644
index 0000000..9a294ec
--- /dev/null
+++ b/src/matrix_utils.rs
@@ -0,0 +1,77 @@
+use matrix_sdk::room::Room;
+use matrix_sdk::RoomMemberships;
+use ruma::events::room::message::{
+    MessageType, OriginalSyncRoomMessageEvent, Relation, RoomMessageEventContent,
+};
+use ruma::events::relation::InReplyTo;
+use ruma::OwnedEventId;
+
+/// Extract the plain-text body from a message event.
+pub fn extract_body(event: &OriginalSyncRoomMessageEvent) -> Option<String> {
+    match &event.content.msgtype {
+        MessageType::Text(text) => Some(text.body.clone()),
+        MessageType::Notice(notice) => Some(notice.body.clone()),
+        MessageType::Emote(emote) => Some(emote.body.clone()),
+        _ => None,
+    }
+}
+
+/// Check if this event is an edit (m.replace relation) and return the new body.
+pub fn extract_edit(event: &OriginalSyncRoomMessageEvent) -> Option<(OwnedEventId, String)> {
+    if let Some(Relation::Replacement(replacement)) = &event.content.relates_to {
+        let new_body = match &replacement.new_content.msgtype {
+            MessageType::Text(text) => text.body.clone(),
+            MessageType::Notice(notice) => notice.body.clone(),
+            _ => return None,
+        };
+        return Some((replacement.event_id.clone(), new_body));
+    }
+    None
+}
+
+/// Extract the event ID being replied to, if any.
+pub fn extract_reply_to(event: &OriginalSyncRoomMessageEvent) -> Option<OwnedEventId> {
+    if let Some(Relation::Reply { in_reply_to }) = &event.content.relates_to {
+        return Some(in_reply_to.event_id.clone());
+    }
+    None
+}
+
+/// Extract thread root event ID, if any.
+pub fn extract_thread_id(event: &OriginalSyncRoomMessageEvent) -> Option<OwnedEventId> {
+    if let Some(Relation::Thread(thread)) = &event.content.relates_to {
+        return Some(thread.event_id.clone());
+    }
+    None
+}
+
+/// Build a reply message content with m.in_reply_to relation.
+pub fn make_reply_content(body: &str, reply_to_event_id: OwnedEventId) -> RoomMessageEventContent {
+    let mut content = RoomMessageEventContent::text_plain(body);
+    content.relates_to = Some(Relation::Reply {
+        in_reply_to: InReplyTo::new(reply_to_event_id),
+    });
+    content
+}
+
+/// Get the display name for a room.
+pub fn room_display_name(room: &Room) -> String {
+    room.cached_display_name()
+        .map(|n| n.to_string())
+        .unwrap_or_else(|| room.room_id().to_string())
+}
+
+/// Get member display names for a room.
+pub async fn room_member_names(room: &Room) -> Vec<String> {
+    match room.members(RoomMemberships::JOIN).await {
+        Ok(members) => members
+            .iter()
+            .map(|m| {
+                m.display_name()
+                    .unwrap_or_else(|| m.user_id().as_str())
+                    .to_string()
+            })
+            .collect(),
+        Err(_) => Vec::new(),
+    }
+}
diff --git a/src/sync.rs b/src/sync.rs
new file mode 100644
index 0000000..457bdf2
--- /dev/null
+++ b/src/sync.rs
@@ -0,0 +1,228 @@
+use std::sync::Arc;
+
+use matrix_sdk::config::SyncSettings;
+use matrix_sdk::room::Room;
+use matrix_sdk::Client;
+use ruma::events::room::member::StrippedRoomMemberEvent;
+use ruma::events::room::message::OriginalSyncRoomMessageEvent;
+use ruma::events::room::redaction::OriginalSyncRoomRedactionEvent;
+use tokio::sync::Mutex;
+use tracing::{error, info, warn};
+
+use crate::archive::indexer::Indexer;
+use crate::archive::schema::ArchiveDocument;
+use crate::brain::conversation::{ContextMessage, ConversationManager};
+use crate::brain::evaluator::{Engagement, Evaluator};
+use crate::brain::responder::Responder;
+use crate::config::Config;
+use crate::matrix_utils;
+
+pub struct AppState {
+    pub config: Arc<Config>,
+    pub indexer: Arc<Indexer>,
+    pub evaluator: Arc<Evaluator>,
+    pub responder: Arc<Responder>,
+    pub conversations: Arc<Mutex<ConversationManager>>,
+    pub mistral: Arc<mistralai_client::v1::client::Client>,
+}
+
+pub async fn start_sync(client: Client, state: Arc<AppState>) -> anyhow::Result<()> {
+    // Register event handlers
+    let s = state.clone();
+    client.add_event_handler(
+        move |event: OriginalSyncRoomMessageEvent, room: Room| {
+            let state = s.clone();
+            async move {
+                if let Err(e) = handle_message(event, room, state).await {
+                    error!("Error handling message: {e}");
+                }
+            }
+        },
+    );
+
+    let s = state.clone();
+    client.add_event_handler(
+        move |event: OriginalSyncRoomRedactionEvent, _room: Room| {
+            let state = s.clone();
+            async move {
+                handle_redaction(event, &state).await;
+            }
+        },
+    );
+
+    client.add_event_handler(
+        move |event: StrippedRoomMemberEvent, room: Room| async move {
+            handle_invite(event, room).await;
+        },
+    );
+
+    info!("Starting Matrix sync loop");
+    let settings = SyncSettings::default();
+    client.sync(settings).await?;
+
+    Ok(())
+}
+
+async fn handle_message(
+    event: OriginalSyncRoomMessageEvent,
+    room: Room,
+    state: Arc<AppState>,
+) -> anyhow::Result<()> {
+    let sender = event.sender.to_string();
+    let room_id = room.room_id().to_string();
+    let event_id = event.event_id.to_string();
+    let timestamp = event.origin_server_ts.0.into();
+
+    // Check if this is an edit
+    if let Some((original_id, new_body)) = matrix_utils::extract_edit(&event) {
+        state
+            .indexer
+            .update_edit(&original_id.to_string(), &new_body)
+            .await;
+        return Ok(());
+    }
+
+    let Some(body) = matrix_utils::extract_body(&event) else {
+        return Ok(());
+    };
+
+    let room_name = matrix_utils::room_display_name(&room);
+    let sender_name = room
+        .get_member_no_sync(&event.sender)
+        .await
+        .ok()
+        .flatten()
+        .and_then(|m| m.display_name().map(|s| s.to_string()));
+
+    let reply_to = matrix_utils::extract_reply_to(&event).map(|id| id.to_string());
+    let thread_id = matrix_utils::extract_thread_id(&event).map(|id| id.to_string());
+
+    // Archive the message
+    let doc = ArchiveDocument {
+        event_id: event_id.clone(),
+        room_id: room_id.clone(),
+        room_name: Some(room_name.clone()),
+        sender: sender.clone(),
+        sender_name: sender_name.clone(),
+        timestamp,
+        content: body.clone(),
+        reply_to,
+        thread_id,
+        media_urls: Vec::new(),
+        event_type: "m.room.message".into(),
+        edited: false,
+        redacted: false,
+    };
+    state.indexer.add(doc).await;
+
+    // Update conversation context
+    let is_dm = room.is_direct().await.unwrap_or(false);
+    {
+        let mut convs = state.conversations.lock().await;
+        convs.add_message(
+            &room_id,
+            is_dm,
+            ContextMessage {
+                sender: sender_name.clone().unwrap_or_else(|| sender.clone()),
+                content: body.clone(),
+                timestamp,
+            },
+        );
+    }
+
+    // Evaluate whether to respond
+    let recent: Vec<String> = {
+        let convs = state.conversations.lock().await;
+        convs
+            .get_context(&room_id)
+            .iter()
+            .map(|m| format!("{}: {}", m.sender, m.content))
+            .collect()
+    };
+
+    let engagement = state
+        .evaluator
+        .evaluate(&sender, &body, is_dm, &recent, &state.mistral)
+        .await;
+
+    let (should_respond, is_spontaneous) = match engagement {
+        Engagement::MustRespond { reason } => {
+            info!(?reason, "Must respond");
+            (true, false)
+        }
+        Engagement::MaybeRespond { relevance, hook } => {
+            info!(relevance, hook = hook.as_str(), "Maybe respond (spontaneous)");
+            (true, true)
+        }
+        Engagement::Ignore => (false, false),
+    };
+
+    if !should_respond {
+        return Ok(());
+    }
+
+    // Show typing indicator
+    let _ = room.typing_notice(true).await;
+
+    let context = {
+        let convs = state.conversations.lock().await;
+        convs.get_context(&room_id)
+    };
+    let members = matrix_utils::room_member_names(&room).await;
+    let display_sender = sender_name.as_deref().unwrap_or(&sender);
+
+    let response = state
+        .responder
+        .generate_response(
+            &context,
+            &body,
+            display_sender,
+            &room_name,
+            &members,
+            is_spontaneous,
+            &state.mistral,
+        )
+        .await;
+
+    // Stop typing indicator
+    let _ = room.typing_notice(false).await;
+
+    if let Some(text) = response {
+        let content = matrix_utils::make_reply_content(&text, event.event_id.to_owned());
+        if let Err(e) = room.send(content).await {
+            error!("Failed to send response: {e}");
+        }
+    }
+
+    Ok(())
+}
+
+async fn handle_redaction(event: OriginalSyncRoomRedactionEvent, state: &AppState) {
+    if let Some(redacted_id) = &event.redacts {
+        state.indexer.update_redaction(&redacted_id.to_string()).await;
+    }
+}
+
+async fn handle_invite(event: StrippedRoomMemberEvent, room: Room) {
+    // Only handle our own invites
+    if event.state_key != room.own_user_id() {
+        return;
+    }
+
+    info!(room_id = %room.room_id(), "Received invite, auto-joining");
+    tokio::spawn(async move {
+        for attempt in 0..3u32 {
+            match room.join().await {
+                Ok(_) => {
+                    info!(room_id = %room.room_id(), "Joined room");
+                    return;
+                }
+                Err(e) => {
+                    warn!(room_id = %room.room_id(), attempt, "Failed to join: {e}");
+                    tokio::time::sleep(std::time::Duration::from_secs(2u64.pow(attempt))).await;
+                }
+            }
+        }
+        error!(room_id = %room.room_id(), "Failed to join after retries");
+    });
+}
diff --git a/src/tools/mod.rs b/src/tools/mod.rs
new file mode 100644
index 0000000..3661f04
--- /dev/null
+++ b/src/tools/mod.rs
@@ -0,0 +1,151 @@
+pub mod room_history;
+pub mod room_info;
+pub mod search;
+
+use std::sync::Arc;
+
+use matrix_sdk::Client as MatrixClient;
+use mistralai_client::v1::tool::Tool;
+use opensearch::OpenSearch;
+use serde_json::json;
+
+use crate::config::Config;
+
+pub struct ToolRegistry {
+    opensearch: OpenSearch,
+    matrix: MatrixClient,
+    config: Arc<Config>,
+}
+
+impl ToolRegistry {
+    pub fn new(opensearch: OpenSearch, matrix: MatrixClient, config: Arc<Config>) -> Self {
+        Self {
+            opensearch,
+            matrix,
+            config,
+        }
+    }
+
+    pub fn tool_definitions() -> Vec<Tool> {
+        vec![
+            Tool::new(
+                "search_archive".into(),
+                "Search the message archive. Use this to find past conversations, \
+                 messages from specific people, or about specific topics."
+                    .into(),
+                json!({
+                    "type": "object",
+                    "properties": {
+                        "query": {
+                            "type": "string",
+                            "description": "Search query for message content"
+                        },
+                        "room": {
+                            "type": "string",
+                            "description": "Filter by room name (optional)"
+                        },
+                        "sender": {
+                            "type": "string",
+                            "description": "Filter by sender display name (optional)"
+                        },
+                        "after": {
+                            "type": "string",
+                            "description": "Unix timestamp in ms — only messages after this time (optional)"
+                        },
+                        "before": {
+                            "type": "string",
+                            "description": "Unix timestamp in ms — only messages before this time (optional)"
+                        },
+                        "limit": {
+                            "type": "integer",
+                            "description": "Max results to return (default 10)"
+                        },
+                        "semantic": {
+                            "type": "boolean",
+                            "description": "Use semantic search instead of keyword (optional)"
+                        }
+                    },
+                    "required": ["query"]
+                }),
+            ),
+            Tool::new(
+                "get_room_context".into(),
+                "Get messages around a specific point in time or event in a room. \
+                 Useful for understanding the context of a conversation."
+                    .into(),
+                json!({
+                    "type": "object",
+                    "properties": {
+                        "room_id": {
+                            "type": "string",
+                            "description": "The Matrix room ID"
+                        },
+                        "around_timestamp": {
+                            "type": "integer",
+                            "description": "Unix timestamp in ms to center the context around"
+                        },
+                        "around_event_id": {
+                            "type": "string",
+                            "description": "Event ID to center the context around"
+                        },
+                        "before_count": {
+                            "type": "integer",
+                            "description": "Number of messages before the pivot (default 10)"
+                        },
+                        "after_count": {
+                            "type": "integer",
+                            "description": "Number of messages after the pivot (default 10)"
+                        }
+                    },
+                    "required": ["room_id"]
+                }),
+            ),
+            Tool::new(
+                "list_rooms".into(),
+                "List all rooms Sol is currently in, with names and member counts.".into(),
+                json!({
+                    "type": "object",
+                    "properties": {}
+                }),
+            ),
+            Tool::new(
+                "get_room_members".into(),
+                "Get the list of members in a specific room.".into(),
+                json!({
+                    "type": "object",
+                    "properties": {
+                        "room_id": {
+                            "type": "string",
+                            "description": "The Matrix room ID"
+                        }
+                    },
+                    "required": ["room_id"]
+                }),
+            ),
+        ]
+    }
+
+    pub async fn execute(&self, name: &str, arguments: &str) -> anyhow::Result<String> {
+        match name {
+            "search_archive" => {
+                search::search_archive(
+                    &self.opensearch,
+                    &self.config.opensearch.index,
+                    arguments,
+                )
+                .await
+            }
+            "get_room_context" => {
+                room_history::get_room_context(
+                    &self.opensearch,
+                    &self.config.opensearch.index,
+                    arguments,
+                )
+                .await
+            }
+            "list_rooms" => room_info::list_rooms(&self.matrix).await,
+            "get_room_members" => room_info::get_room_members(&self.matrix, arguments).await,
+            _ => anyhow::bail!("Unknown tool: {name}"),
+        }
+    }
+}
diff --git a/src/tools/room_history.rs b/src/tools/room_history.rs
new file mode 100644
index 0000000..d82131c
--- /dev/null
+++ b/src/tools/room_history.rs
@@ -0,0 +1,108 @@
+use opensearch::OpenSearch;
+use serde::Deserialize;
+use serde_json::json;
+
+#[derive(Debug, Deserialize)]
+pub struct RoomHistoryArgs {
+    pub room_id: String,
+    #[serde(default)]
+    pub around_timestamp: Option<i64>,
+    #[serde(default)]
+    pub around_event_id: Option<String>,
+    #[serde(default = "default_count")]
+    pub before_count: usize,
+    #[serde(default = "default_count")]
+    pub after_count: usize,
+}
+
+fn default_count() -> usize { 10 }
+
+pub async fn get_room_context(
+    client: &OpenSearch,
+    index: &str,
+    args_json: &str,
+) -> anyhow::Result<String> {
+    let args: RoomHistoryArgs = serde_json::from_str(args_json)?;
+    let total = args.before_count + args.after_count + 1;
+
+    // Determine the pivot timestamp
+    let pivot_ts = if let Some(ts) = args.around_timestamp {
+        ts
+    } else if let Some(ref event_id) = args.around_event_id {
+        // Look up the event to get its timestamp
+        let lookup = json!({
+            "size": 1,
+            "query": { "term": { "event_id": event_id } },
+            "_source": ["timestamp"]
+        });
+
+        let resp = client
+            .search(opensearch::SearchParts::Index(&[index]))
+            .body(lookup)
+            .send()
+            .await?;
+
+        let body: serde_json::Value = resp.json().await?;
+        body["hits"]["hits"][0]["_source"]["timestamp"]
+            .as_i64()
+            .ok_or_else(|| anyhow::anyhow!("Event {event_id} not found in archive"))?
+    } else {
+        anyhow::bail!("Either around_timestamp or around_event_id must be provided");
+    };
+
+    let query = json!({
+        "size": total,
+        "query": {
+            "bool": {
+                "must": [
+                    { "term": { "room_id": args.room_id } },
+                    { "term": { "redacted": false } }
+                ],
+                "should": [
+                    {
+                        "range": {
+                            "timestamp": {
+                                "gte": pivot_ts - 3_600_000,
+                                "lte": pivot_ts + 3_600_000
+                            }
+                        }
+                    }
+                ]
+            }
+        },
+        "sort": [{ "timestamp": "asc" }]
+    });
+
+    let response = client
+        .search(opensearch::SearchParts::Index(&[index]))
+        .body(query)
+        .send()
+        .await?;
+
+    let body: serde_json::Value = response.json().await?;
+    let hits = &body["hits"]["hits"];
+
+    let Some(hits_arr) = hits.as_array() else {
+        return Ok("No messages found around that point.".into());
+    };
+
+    if hits_arr.is_empty() {
+        return Ok("No messages found around that point.".into());
+    }
+
+    let mut output = String::new();
+    for hit in hits_arr {
+        let src = &hit["_source"];
+        let sender = src["sender_name"].as_str().unwrap_or("unknown");
+        let content = src["content"].as_str().unwrap_or("");
+        let ts = src["timestamp"].as_i64().unwrap_or(0);
+
+        let dt = chrono::DateTime::from_timestamp_millis(ts)
+            .map(|d| d.format("%H:%M").to_string())
+            .unwrap_or_else(|| "??:??".into());
+
+        output.push_str(&format!("[{dt}] {sender}: {content}\n"));
+    }
+
+    Ok(output)
+}
diff --git a/src/tools/room_info.rs b/src/tools/room_info.rs
new file mode 100644
index 0000000..bf4781c
--- /dev/null
+++ b/src/tools/room_info.rs
@@ -0,0 +1,55 @@
+use matrix_sdk::Client;
+use serde::Deserialize;
+
+#[derive(Debug, Deserialize)]
+pub struct ListRoomsArgs {}
+
+#[derive(Debug, Deserialize)]
+pub struct GetMembersArgs {
+    pub room_id: String,
+}
+
+pub async fn list_rooms(client: &Client) -> anyhow::Result<String> {
+    let rooms = client.joined_rooms();
+    if rooms.is_empty() {
+        return Ok("I'm not in any rooms.".into());
+    }
+
+    let mut output = String::new();
+    for room in &rooms {
+        let name = match room.cached_display_name() {
+            Some(n) => n.to_string(),
+            None => room.room_id().to_string(),
+        };
+        let id = room.room_id();
+        let members = room.joined_members_count();
+        output.push_str(&format!("- {name} ({id}) — {members} members\n"));
+    }
+
+    Ok(output)
+}
+
+pub async fn get_room_members(client: &Client, args_json: &str) -> anyhow::Result<String> {
+    let args: GetMembersArgs = serde_json::from_str(args_json)?;
+    let room_id = <&ruma::RoomId>::try_from(args.room_id.as_str())?;
+
+    let Some(room) = client.get_room(room_id) else {
+        anyhow::bail!("I'm not in room {}", args.room_id);
+    };
+
+    let members = room.members(matrix_sdk::RoomMemberships::JOIN).await?;
+    if members.is_empty() {
+        return Ok("No members found.".into());
+    }
+
+    let mut output = String::new();
+    for member in &members {
+        let display = member
+            .display_name()
+            .unwrap_or_else(|| member.user_id().as_str());
+        let user_id = member.user_id();
+        output.push_str(&format!("- {display} ({user_id})\n"));
+    }
+
+    Ok(output)
+}
diff --git a/src/tools/search.rs b/src/tools/search.rs
new file mode 100644
index 0000000..83ca21f
--- /dev/null
+++ b/src/tools/search.rs
@@ -0,0 +1,274 @@
+use opensearch::OpenSearch;
+use serde::Deserialize;
+use serde_json::json;
+use tracing::debug;
+
+#[derive(Debug, Deserialize)]
+pub struct SearchArgs {
+    pub query: String,
+    #[serde(default)]
+    pub room: Option<String>,
+    #[serde(default)]
+    pub sender: Option<String>,
+    #[serde(default)]
+    pub after: Option<String>,
+    #[serde(default)]
+    pub before: Option<String>,
+    #[serde(default = "default_limit")]
+    pub limit: usize,
+    #[serde(default)]
+    pub semantic: Option<bool>,
+}
+
+fn default_limit() -> usize { 10 }
+
+/// Build the OpenSearch query body from parsed SearchArgs. Extracted for testability.
+pub fn build_search_query(args: &SearchArgs) -> serde_json::Value {
+    let must = vec![json!({
+        "match": { "content": args.query }
+    })];
+
+    let mut filter = vec![json!({
+        "term": { "redacted": false }
+    })];
+
+    if let Some(ref room) = args.room {
+        filter.push(json!({ "term": { "room_name": room } }));
+    }
+    if let Some(ref sender) = args.sender {
+        filter.push(json!({ "term": { "sender_name": sender } }));
+    }
+
+    let mut range = serde_json::Map::new();
+    if let Some(ref after) = args.after {
+        if let Ok(ts) = after.parse::<i64>() {
+            range.insert("gte".into(), json!(ts));
+        }
+    }
+    if let Some(ref before) = args.before {
+        if let Ok(ts) = before.parse::<i64>() {
+            range.insert("lte".into(), json!(ts));
+        }
+    }
+    if !range.is_empty() {
+        filter.push(json!({ "range": { "timestamp": range } }));
+    }
+
+    json!({
+        "size": args.limit,
+        "query": {
+            "bool": {
+                "must": must,
+                "filter": filter
+            }
+        },
+        "sort": [{ "timestamp": "desc" }],
+        "_source": ["event_id", "room_name", "sender_name", "timestamp", "content"]
+    })
+}
+
+pub async fn search_archive(
+    client: &OpenSearch,
+    index: &str,
+    args_json: &str,
+) -> anyhow::Result<String> {
+    let args: SearchArgs = serde_json::from_str(args_json)?;
+    debug!(query = args.query.as_str(), "Searching archive");
+
+    let query_body = build_search_query(&args);
+
+    let response = client
+        .search(opensearch::SearchParts::Index(&[index]))
+        .body(query_body)
+        .send()
+        .await?;
+
+    let body: serde_json::Value = response.json().await?;
+    let hits = &body["hits"]["hits"];
+
+    let Some(hits_arr) = hits.as_array() else {
+        return Ok("No results found.".into());
+    };
+
+    if hits_arr.is_empty() {
+        return Ok("No results found.".into());
+    }
+
+    let mut output = String::new();
+    for (i, hit) in hits_arr.iter().enumerate() {
+        let src = &hit["_source"];
+        let sender = src["sender_name"].as_str().unwrap_or("unknown");
+        let room = src["room_name"].as_str().unwrap_or("unknown");
+        let content = src["content"].as_str().unwrap_or("");
+        let ts = src["timestamp"].as_i64().unwrap_or(0);
+
+        let dt = chrono::DateTime::from_timestamp_millis(ts)
+            .map(|d| d.format("%Y-%m-%d %H:%M").to_string())
+            .unwrap_or_else(|| "unknown date".into());
+
+        output.push_str(&format!(
+            "{}. [{dt}] #{room} — {sender}: {content}\n",
+            i + 1
+        ));
+    }
+
+    Ok(output)
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    fn parse_args(json: &str) -> SearchArgs {
+        serde_json::from_str(json).unwrap()
+    }
+
+    #[test]
+    fn test_parse_minimal_args() {
+        let args = parse_args(r#"{"query": "hello"}"#);
+        assert_eq!(args.query, "hello");
+        assert!(args.room.is_none());
+        assert!(args.sender.is_none());
+        assert!(args.after.is_none());
+        assert!(args.before.is_none());
+        assert_eq!(args.limit, 10); // default
+        assert!(args.semantic.is_none());
+    }
+
+    #[test]
+    fn test_parse_full_args() {
+        let args = parse_args(r#"{
+            "query": "meeting notes",
+            "room": "general",
+            "sender": "Alice",
+            "after": "1710000000000",
+            "before": "1710100000000",
+            "limit": 25,
+            "semantic": true
+        }"#);
+        assert_eq!(args.query, "meeting notes");
+        assert_eq!(args.room.as_deref(), Some("general"));
+        assert_eq!(args.sender.as_deref(), Some("Alice"));
+        assert_eq!(args.after.as_deref(), Some("1710000000000"));
+        assert_eq!(args.before.as_deref(), Some("1710100000000"));
+        assert_eq!(args.limit, 25);
+        assert_eq!(args.semantic, Some(true));
+    }
+
+    #[test]
+    fn test_query_basic() {
+        let args = parse_args(r#"{"query": "test"}"#);
+        let q = build_search_query(&args);
+
+        assert_eq!(q["size"], 10);
+        assert_eq!(q["query"]["bool"]["must"][0]["match"]["content"], "test");
+        assert_eq!(q["query"]["bool"]["filter"][0]["term"]["redacted"], false);
+        assert_eq!(q["sort"][0]["timestamp"], "desc");
+    }
+
+    #[test]
+    fn test_query_with_room_filter() {
+        let args = parse_args(r#"{"query": "hello", "room": "design"}"#);
+        let q = build_search_query(&args);
+
+        let filters = q["query"]["bool"]["filter"].as_array().unwrap();
+        assert_eq!(filters.len(), 2);
+        assert_eq!(filters[1]["term"]["room_name"], "design");
+    }
+
+    #[test]
+    fn test_query_with_sender_filter() {
+        let args = parse_args(r#"{"query": "hello", "sender": "Bob"}"#);
+        let q = build_search_query(&args);
+
+        let filters = q["query"]["bool"]["filter"].as_array().unwrap();
+        assert_eq!(filters.len(), 2);
+        assert_eq!(filters[1]["term"]["sender_name"], "Bob");
+    }
+
+    #[test]
+    fn test_query_with_room_and_sender() {
+        let args = parse_args(r#"{"query": "hello", "room": "dev", "sender": "Carol"}"#);
+        let q = build_search_query(&args);
+
+        let filters = q["query"]["bool"]["filter"].as_array().unwrap();
+        assert_eq!(filters.len(), 3);
+        assert_eq!(filters[1]["term"]["room_name"], "dev");
+        assert_eq!(filters[2]["term"]["sender_name"], "Carol");
+    }
+
+    #[test]
+    fn test_query_with_date_range() {
+        let args = parse_args(r#"{
+            "query": "hello",
+            "after": "1710000000000",
+            "before": "1710100000000"
+        }"#);
+        let q = build_search_query(&args);
+
+        let filters = q["query"]["bool"]["filter"].as_array().unwrap();
+        let range_filter = &filters[1]["range"]["timestamp"];
+        assert_eq!(range_filter["gte"], 1710000000000_i64);
+        assert_eq!(range_filter["lte"], 1710100000000_i64);
+    }
+
+    #[test]
+    fn test_query_with_after_only() {
+        let args = parse_args(r#"{"query": "hello", "after": "1710000000000"}"#);
+        let q = build_search_query(&args);
+
+        let filters = q["query"]["bool"]["filter"].as_array().unwrap();
+        let range_filter = &filters[1]["range"]["timestamp"];
+        assert_eq!(range_filter["gte"], 1710000000000_i64);
+        assert!(range_filter.get("lte").is_none());
+    }
+
+    #[test]
+    fn test_query_with_custom_limit() {
+        let args = parse_args(r#"{"query": "hello", "limit": 50}"#);
+        let q = build_search_query(&args);
+        assert_eq!(q["size"], 50);
+    }
+
+    #[test]
+    fn test_query_all_filters_combined() {
+        let args = parse_args(r#"{
+            "query": "architecture",
+            "room": "engineering",
+            "sender": "Sienna",
+            "after": "1000",
+            "before": "2000",
+            "limit": 5
+        }"#);
+        let q = build_search_query(&args);
+
+        assert_eq!(q["size"], 5);
+        let filters = q["query"]["bool"]["filter"].as_array().unwrap();
+        // redacted=false, room, sender, range = 4 filters
+        assert_eq!(filters.len(), 4);
+    }
+
+    #[test]
+    fn test_invalid_timestamp_ignored() {
+        let args = parse_args(r#"{"query": "hello", "after": "not-a-number"}"#);
+        let q = build_search_query(&args);
+
+        let filters = q["query"]["bool"]["filter"].as_array().unwrap();
+        // Only the redacted filter, no range since parse failed
+        assert_eq!(filters.len(), 1);
+    }
+
+    #[test]
+    fn test_source_fields() {
+        let args = parse_args(r#"{"query": "test"}"#);
+        let q = build_search_query(&args);
+
+        let source = q["_source"].as_array().unwrap();
+        let fields: Vec<&str> = source.iter().map(|v| v.as_str().unwrap()).collect();
+        assert!(fields.contains(&"event_id"));
+        assert!(fields.contains(&"room_name"));
+        assert!(fields.contains(&"sender_name"));
+        assert!(fields.contains(&"timestamp"));
+        assert!(fields.contains(&"content"));
+    }
+}