What about using the Reminders?
In Desktop it's in the upper right corner or under Company. You can set up any kind of remind you want with a Date to show up.
In Preferences you can set how many days in advance you want something to show up. But I leave that at 0 and actually just schedule the Reminder for when I want it to show up. In the description I'd then put something like XYZ's insurance expires next month or expires 02/15, etc.
Pending how you have your desktop set up, you can have a small Reminders window open when you launch QBs or you can just go look every so often to see what's coming up.
