diff --git a/bot/commands/routines.py b/bot/commands/routines.py
index f86408a..1e60172 100644
--- a/bot/commands/routines.py
+++ b/bot/commands/routines.py
@@ -217,12 +217,13 @@ async def handle_routine(message, session, parsed):
             await message.channel.send("When should this routine be scheduled? (e.g., 'Monday Wednesday Friday at 7am')")
             return
 
-        # Build schedule data
+        # Build schedule data (API expects "days" and "time")
         schedule_data = {}
         if days_of_week:
-            schedule_data["days_of_week"] = days_of_week
+            schedule_data["days"] = days_of_week
         if times:
-            schedule_data["times"] = times
+            schedule_data["time"] = times[0]
+            schedule_data["remind"] = True
 
         resp, status = api_request("put", f"/api/routines/{routine_id}/schedule", token, schedule_data)
         if status == 200:
diff --git a/scheduler/daemon.py b/scheduler/daemon.py
index a337150..a152c5a 100644
--- a/scheduler/daemon.py
+++ b/scheduler/daemon.py
@@ -123,20 +123,25 @@ def check_routine_reminders():
         from datetime import date as date_type
 
         schedules = postgres.select("routine_schedules", where={"remind": True})
+        logger.info(f"Routine reminders: found {len(schedules)} schedule(s) with remind=True")
 
         for schedule in schedules:
             routine = postgres.select_one("routines", {"id": schedule["routine_id"]})
             if not routine:
+                logger.warning(f"Routine not found for schedule {schedule['id']}")
                 continue
 
             now = _user_now_for(routine["user_uuid"])
             current_time = now.strftime("%H:%M")
             today = now.date()
 
-            if current_time != schedule.get("time"):
+            sched_time = schedule.get("time")
+            if current_time != sched_time:
                 continue
 
-            frequency = schedule.get("frequency", "weekly")
+            logger.info(f"Routine '{routine['name']}' time match at {current_time}")
+
+            frequency = schedule.get("frequency") or "weekly"
             if frequency == "every_n_days":
                 start = schedule.get("start_date")
                 interval = schedule.get("interval_days")
@@ -149,13 +154,16 @@ def check_routine_reminders():
                     if (today - start_d).days < 0 or (
                         today - start_d
                     ).days % interval != 0:
+                        logger.info(f"Routine '{routine['name']}' skipped: not due today (every {interval} days from {start_d})")
                         continue
                 else:
+                    logger.warning(f"Routine '{routine['name']}' skipped: every_n_days but missing start_date={start} or interval_days={interval}")
                     continue
             else:
                 current_day = now.strftime("%a").lower()
                 days = schedule.get("days", [])
                 if current_day not in days:
+                    logger.info(f"Routine '{routine['name']}' skipped: {current_day} not in {days}")
                     continue
 
             user_settings = notifications.getNotificationSettings(routine["user_uuid"])
@@ -164,8 +172,11 @@ def check_routine_reminders():
                 notifications._sendToEnabledChannels(
                     user_settings, msg, user_uuid=routine["user_uuid"]
                 )
+                logger.info(f"Routine reminder sent for '{routine['name']}'")
+            else:
+                logger.warning(f"No notification settings for user {routine['user_uuid']}, skipping routine '{routine['name']}'")
     except Exception as e:
-        logger.error(f"Error checking routine reminders: {e}")
+        logger.error(f"Error checking routine reminders: {e}", exc_info=True)
 
 
 def check_refills():