diff --git a/api/agent_sessions.py b/api/agent_sessions.py
index 222a188d..1bdaf48b 100644
--- a/api/agent_sessions.py
+++ b/api/agent_sessions.py
@@ -313,7 +313,7 @@ def _project_agent_session_rows(rows: list[dict]) -> list[dict]:
         # touched standalone sessions — exactly the inverse of what a user
         # expects from "Show agent sessions" sorted by activity.
         for key in (
-            'id', 'model', 'message_count', 'actual_message_count',
+            'id', 'model', 'message_count', 'actual_message_count', 'actual_user_message_count',
             'ended_at', 'end_reason', 'last_activity',
         ):
             if key in tip:
@@ -367,6 +367,8 @@ def read_importable_agent_session_rows(
         # source column we cannot safely distinguish WebUI rows from agent rows.
         cur.execute("PRAGMA table_info(sessions)")
         session_cols = {row[1] for row in cur.fetchall()}
+        cur.execute("PRAGMA table_info(messages)")
+        message_cols = {row[1] for row in cur.fetchall()}
         if 'source' not in session_cols:
             log.warning(
                 "agent session listing skipped: state.db at %s has no 'source' column "
@@ -387,6 +389,11 @@ def read_importable_agent_session_rows(
         origin_chat_id_expr = _optional_col('origin_chat_id', session_cols)
         origin_user_id_expr = _optional_col('origin_user_id', session_cols)
         platform_expr = _optional_col('platform', session_cols)
+        user_message_count_expr = (
+            "COUNT(CASE WHEN LOWER(m.role) = 'user' THEN 1 END)"
+            if 'role' in message_cols
+            else "COUNT(m.id)"
+        )
 
         where_clauses = ["s.source IS NOT NULL"]
         params: list[str] = []
@@ -413,7 +420,7 @@ def read_importable_agent_session_rows(
                    {ended_expr},
                    {end_reason_expr},
                    COUNT(m.id) AS actual_message_count,
-                   COUNT(CASE WHEN LOWER(m.role) = 'user' THEN 1 END) AS actual_user_message_count,
+                   {user_message_count_expr} AS actual_user_message_count,
                    MAX(m.timestamp) AS last_activity
             FROM sessions s
             LEFT JOIN messages m ON m.session_id = s.id
diff --git a/api/models.py b/api/models.py
index aadb3963..6a939b4f 100644
--- a/api/models.py
+++ b/api/models.py
@@ -226,6 +226,12 @@ def _last_message_timestamp(messages):
     return None
 
 
+def _message_role(message):
+    if not isinstance(message, dict):
+        return ''
+    return str(message.get('role', '')).strip().lower()
+
+
 def _find_top_level_json_key(text, key):
     """Return the byte offset of a top-level JSON object key, if present."""
     depth = 0
@@ -538,11 +544,6 @@ class Session:
         last_message_at = _last_message_timestamp(self.messages) or self.updated_at
         if has_pending_user_message and self.pending_started_at:
             last_message_at = self.pending_started_at
-
-        def _role(message):
-            if not isinstance(message, dict):
-                return ""
-            return str(message.get('role', '')).strip().lower()
         return {
             'session_id': self.session_id,
             'title': self.title,
@@ -560,9 +561,6 @@ class Session:
             'input_tokens': self.input_tokens,
             'output_tokens': self.output_tokens,
             'estimated_cost': self.estimated_cost,
-            'user_message_count': sum(
-                1 for message in self.messages if _role(message) == 'user'
-            ) if isinstance(self.messages, list) else 0,
             'personality': self.personality,
             'compression_anchor_visible_idx': self.compression_anchor_visible_idx,
             'compression_anchor_message_key': self.compression_anchor_message_key,
@@ -572,6 +570,9 @@ class Session:
             # Only emit 'parent_session_id' when set (the /branch fork link, #1342).
             # Sessions without a fork must not leak None — see test_session_lineage_metadata_api.
             **({'parent_session_id': self.parent_session_id} if self.parent_session_id else {}),
+            'user_message_count': sum(
+                1 for message in self.messages if _message_role(message) == 'user'
+            ) if isinstance(self.messages, list) else 0,
             'active_stream_id': self.active_stream_id,
             'pending_user_message': self.pending_user_message,
             'has_pending_user_message': has_pending_user_message,
diff --git a/tests/test_cron_session_title.py b/tests/test_cron_session_title.py
index 78b9f384..f6db3103 100644
--- a/tests/test_cron_session_title.py
+++ b/tests/test_cron_session_title.py
@@ -142,6 +142,16 @@ def test_non_cron_sessions_unaffected(fake_hermes_home):
     _make_state_db(fake_hermes_home / "state.db", [
         ("cron_cd65df6fc1a8_xx", None, "cli"),
     ])
+    # PR #1587 hides one-off default-titled CLI rows. Keep this fixture visible
+    # so the test remains focused on the cron-name guard rather than sidebar
+    # filtering.
+    conn = sqlite3.connect(str(fake_hermes_home / "state.db"))
+    conn.execute(
+        "INSERT INTO messages (session_id, timestamp) VALUES (?, ?)",
+        ("cron_cd65df6fc1a8_xx", 1700000002.0),
+    )
+    conn.commit()
+    conn.close()
 
     sessions = models.get_cli_sessions()