diff --git a/picoclaw-launcher b/picoclaw-launcher
index bfb9ea89d..dc244cc99 100755
Binary files a/picoclaw-launcher and b/picoclaw-launcher differ
diff --git a/pkg/agent/loop.go b/pkg/agent/loop.go
index db9efa2cf..c04d3a4c5 100644
--- a/pkg/agent/loop.go
+++ b/pkg/agent/loop.go
@@ -571,7 +571,7 @@ func (al *AgentLoop) processSystemMessage(
 		UserMessage:     fmt.Sprintf("[System: %s] %s", msg.SenderID, msg.Content),
 		DefaultResponse: "Background task completed.",
 		EnableSummary:   false,
-		SendResponse:    true,
+		SendResponse:    false,  // Prevent duplicate responses caused by system message processing
 	})
 }
 
@@ -1157,7 +1157,7 @@ func (al *AgentLoop) forceCompression(agent *AgentInstance, sessionKey string) {
 	newHistory = append(newHistory, history[len(history)-1]) // Last message
 
 	// Update session
-	agent.Sessions.SetHistory(sessionKey, newHistory)
+	agent.Sessions.SetHistory(sessionKey, sanitizeToolPairs(newHistory))
 	agent.Sessions.Save(sessionKey)
 
 	logger.WarnCF("agent", "Forced compression executed", map[string]any{
@@ -1332,6 +1332,9 @@ func (al *AgentLoop) summarizeSession(agent *AgentInstance, sessionKey string) {
 	if finalSummary != "" {
 		agent.Sessions.SetSummary(sessionKey, finalSummary)
 		agent.Sessions.TruncateHistory(sessionKey, 4)
+	history := agent.Sessions.GetHistory(sessionKey)
+	cleanHistory := sanitizeToolPairs(history)
+	agent.Sessions.SetHistory(sessionKey, cleanHistory)
 		agent.Sessions.Save(sessionKey)
 	}
 }
@@ -1502,3 +1505,40 @@ func extractParentPeer(msg bus.InboundMessage) *routing.RoutePeer {
 	}
 	return &routing.RoutePeer{Kind: parentKind, ID: parentID}
 }
+
+// sanitizeToolPairs removes malformed tool_call/tool_result pairs from message histories. It ensures
+// that all tool_use IDs referenced in tool results have corresponding tool_use blocks in
+// assistant messages, and removes orphaned tool_result messages that don't pair with a
+// prior tool_call in the same session history.
+func sanitizeToolPairs(messages []providers.Message) []providers.Message {
+	// Build map of expected tool call IDs
+	expectedToolCallIDs := make(map[string]bool)
+	var sanitized []providers.Message
+
+	for _, msg := range messages {
+		if msg.Role == "assistant" && len(msg.ToolCalls) > 0 {
+			// Record all tool call IDs in assistant messages
+			for _, call := range msg.ToolCalls {
+				expectedToolCallIDs[call.ID] = true
+			}
+			sanitized = append(sanitized, msg)
+		} else if msg.Role == "tool" {
+			// Verify this tool result has a corresponding tool call
+			if expectedToolCallIDs[msg.ToolCallID] {
+				// Valid pairing: tool result has corresponding tool call
+				sanitized = append(sanitized, msg)
+				// Remove the ID after use to avoid reuse of stale ID
+				delete(expectedToolCallIDs, msg.ToolCallID)
+			} else {
+				// Invalid: orphaned tool result without matching tool call
+				// Skip this message rather than including it
+				continue
+			}
+		} else {
+			// Regular messages (user/assistant without tools/other) - always include
+			sanitized = append(sanitized, msg)
+		}
+	}
+
+	return sanitized
+}
diff --git a/pkg/tools/subagent.go b/pkg/tools/subagent.go
index f1cbc83a7..a3c316f26 100644
--- a/pkg/tools/subagent.go
+++ b/pkg/tools/subagent.go
@@ -20,6 +20,7 @@ type SubagentTask struct {
 	Status        string
 	Result        string
 	Created       int64
+	announcedOnce sync.Once  // Ensures the completion announcement is sent only once
 }
 
 type SubagentManager struct {