For some reason when I set up a routine to be triggered at a certain time it is not working. I have two routines to be triggered at a certain time and they barely ever start on their own now. If I have a routine begin because of a certain location it works but not when I select the specific time. I don't know if it's the last update or what.
I would check to make sure there aren't other "qualifiers" such as time and being on a certain wifi or something like that. If you're comfortable screenshotting the routine people may be able to help troubleshoot also.
I have several Routines that are triggered by Time that work correctly. As the above poster mentioned, check your IF statement. Make sure you do not have multiple triggering IF conditions. Or another Routine that undoes what you expect to occur
