diff --git a/app/routes/api.py b/app/routes/api.py
index 73a25e9..2743e4c 100644
--- a/app/routes/api.py
+++ b/app/routes/api.py
@@ -1680,6 +1680,21 @@ def get_dm_messages():
         except Exception as e:
             logger.debug(f"Retry dedup failed (non-critical): {e}")
 
+        # Secondary dedup: collapse outgoing messages with same text+recipient
+        # within 120s window (catches retries whose ack wasn't tracked, e.g. timeouts)
+        deduped = []
+        seen_outgoing = {}  # (recipient, text) -> earliest timestamp
+        for msg in messages:
+            if msg.get('direction') == 'outgoing':
+                key = (msg.get('recipient', ''), msg.get('content', ''))
+                ts = msg.get('timestamp', 0)
+                prev_ts = seen_outgoing.get(key)
+                if prev_ts is not None and abs(ts - prev_ts) < 120:
+                    continue  # Skip duplicate within time window
+                seen_outgoing[key] = ts
+            deduped.append(msg)
+        messages = deduped
+
         # Determine display name from conversation_id or messages
         display_name = 'Unknown'
         if conversation_id.startswith('pk_'):
diff --git a/meshcore-bridge/bridge.py b/meshcore-bridge/bridge.py
index 1de7ff3..b8e8e0f 100644
--- a/meshcore-bridge/bridge.py
+++ b/meshcore-bridge/bridge.py
@@ -921,11 +921,11 @@ class MeshCLISession:
                         # Don't break - continue retrying (message was likely sent,
                         # just couldn't parse ack due to timing)
                 else:
-                    logger.error(f"Retry: msg command failed: {result.get('stderr', '')}")
-                    break
+                    logger.warning(f"Retry: msg command failed: {result.get('stderr', '')}")
+                    # Don't break - continue to next attempt (device may be temporarily busy)
             except Exception as e:
-                logger.error(f"Retry: send failed: {e}")
-                break
+                logger.warning(f"Retry: send exception: {e}")
+                # Don't break - continue to next attempt
 
             attempt += 1
             if flood_mode: