diff --git a/scripts/autorun.sh b/scripts/autorun.sh
index 8089925..868e8a6 100644
--- a/scripts/autorun.sh
+++ b/scripts/autorun.sh
@@ -12,6 +12,7 @@ install_deps() {
     command -v socat &>/dev/null || needed="$needed socat"
     command -v jq &>/dev/null || needed="$needed jq"
     command -v sqlite3 &>/dev/null || needed="$needed sqlite3"
+    command -v bc &>/dev/null || needed="$needed bc"
 
     if [ -n "$needed" ]; then
         echo "Installing dependencies:$needed"
@@ -63,6 +64,10 @@ CREATE TABLE IF NOT EXISTS conversations (
     instance_id TEXT,
     started_at TEXT DEFAULT CURRENT_TIMESTAMP,
     status TEXT DEFAULT 'active',
+    tokens_in INTEGER DEFAULT 0,
+    tokens_out INTEGER DEFAULT 0,
+    total_tokens INTEGER DEFAULT 0,
+    max_context INTEGER DEFAULT 200000,
     FOREIGN KEY (instance_id) REFERENCES instances(id)
 );
 
@@ -72,6 +77,7 @@ CREATE TABLE IF NOT EXISTS messages (
     role TEXT,
     content TEXT,
     tool_calls TEXT,
+    tokens INTEGER DEFAULT 0,
     timestamp TEXT DEFAULT CURRENT_TIMESTAMP,
     FOREIGN KEY (conversation_id) REFERENCES conversations(id)
 );
diff --git a/scripts/run.sh b/scripts/run.sh
index 5d8bb1e..e9d41f2 100644
--- a/scripts/run.sh
+++ b/scripts/run.sh
@@ -287,27 +287,90 @@ delete_instance() {
     send_json '{"deleted":true}'
 }
 
+# Estimate tokens from text (~4 chars per token)
+estimate_tokens() {
+    local text="$1"
+    local chars=${#text}
+    echo $(( (chars + 3) / 4 ))
+}
+
 # Store conversation in DB
 store_conversation() {
     local conv_id="$1"
     local instance_id="$2"
+    local max_context="${3:-200000}"
     local db="$AGENTS_DATA_DIR/agents.db"
 
-    sqlite3 "$db" "INSERT OR IGNORE INTO conversations (id, instance_id, status) VALUES ('$conv_id', '$instance_id', 'active');"
+    sqlite3 "$db" "INSERT OR IGNORE INTO conversations (id, instance_id, status, max_context) VALUES ('$conv_id', '$instance_id', 'active', $max_context);"
 }
 
-# Store message in DB
+# Store message in DB and update token counts
 store_message() {
     local conv_id="$1"
     local role="$2"
     local content="$3"
     local db="$AGENTS_DATA_DIR/agents.db"
     local msg_id=$(gen_id)
+    local tokens=$(estimate_tokens "$content")
 
     # Escape single quotes
-    content=$(echo "$content" | sed "s/'/''/g")
+    local escaped_content=$(echo "$content" | sed "s/'/''/g")
 
-    sqlite3 "$db" "INSERT INTO messages (id, conversation_id, role, content) VALUES ('$msg_id', '$conv_id', '$role', '$content');"
+    sqlite3 "$db" "INSERT INTO messages (id, conversation_id, role, content, tokens) VALUES ('$msg_id', '$conv_id', '$role', '$escaped_content', $tokens);"
+
+    # Update conversation token counts
+    if [ "$role" = "user" ]; then
+        sqlite3 "$db" "UPDATE conversations SET tokens_in = tokens_in + $tokens, total_tokens = total_tokens + $tokens WHERE id = '$conv_id';"
+    else
+        sqlite3 "$db" "UPDATE conversations SET tokens_out = tokens_out + $tokens, total_tokens = total_tokens + $tokens WHERE id = '$conv_id';"
+    fi
+}
+
+# Get conversation usage
+get_conversation_usage() {
+    local conv_id="$1"
+    local db="$AGENTS_DATA_DIR/agents.db"
+
+    local row=$(sqlite3 -json "$db" "SELECT id, tokens_in, tokens_out, total_tokens, max_context FROM conversations WHERE id='$conv_id';" 2>/dev/null)
+
+    if [ -z "$row" ] || [ "$row" = "[]" ]; then
+        echo "{}"
+        return
+    fi
+
+    # Calculate usage percentage and cost
+    local total=$(echo "$row" | jq -r '.[0].total_tokens // 0')
+    local max=$(echo "$row" | jq -r '.[0].max_context // 200000')
+    local tokens_in=$(echo "$row" | jq -r '.[0].tokens_in // 0')
+    local tokens_out=$(echo "$row" | jq -r '.[0].tokens_out // 0')
+
+    local usage_pct=0
+    if [ "$max" -gt 0 ]; then
+        usage_pct=$(echo "scale=1; $total * 100 / $max" | bc 2>/dev/null || echo "0")
+    fi
+
+    # Estimate cost (Claude Sonnet: $3/1M input, $15/1M output)
+    local cost_in=$(echo "scale=4; $tokens_in * 0.000003" | bc 2>/dev/null || echo "0")
+    local cost_out=$(echo "scale=4; $tokens_out * 0.000015" | bc 2>/dev/null || echo "0")
+    local total_cost=$(echo "scale=4; $cost_in + $cost_out" | bc 2>/dev/null || echo "0")
+
+    local status="ok"
+    if [ "${usage_pct%.*}" -ge 90 ]; then
+        status="critical"
+    elif [ "${usage_pct%.*}" -ge 75 ]; then
+        status="warning"
+    fi
+
+    jq -n \
+        --arg id "$conv_id" \
+        --argjson tokens_in "$tokens_in" \
+        --argjson tokens_out "$tokens_out" \
+        --argjson total "$total" \
+        --argjson max "$max" \
+        --arg usage_pct "$usage_pct" \
+        --arg cost "$total_cost" \
+        --arg status "$status" \
+        '{conversation_id:$id, tokens_in:$tokens_in, tokens_out:$tokens_out, total_tokens:$total, max_context:$max, usage_percent:($usage_pct|tonumber), estimated_cost_usd:($cost|tonumber), status:$status}'
 }
 
 # Get conversation messages
@@ -426,13 +489,18 @@ case "$method:$path" in
         result=$(list_conversations)
         send_json "$result"
         ;;
+    GET:/conversations/*/usage)
+        conv_id=$(echo "$path" | sed 's|/conversations/\([^/]*\)/usage|\1|')
+        result=$(get_conversation_usage "$conv_id")
+        send_json "$result"
+        ;;
     GET:/conversations/*)
         conv_id="${path#/conversations/}"
         result=$(get_conversation "$conv_id")
         send_json "$result"
         ;;
     *)
-        send_error "404 Not Found" "Endpoints: GET /personalities, GET /instances, POST /instances, GET /conversations"
+        send_error "404 Not Found" "Endpoints: GET /personalities, GET /instances, POST /instances, GET /conversations, GET /conversations/{id}/usage"
         ;;
 esac
 HANDLER