Brutally honest 
(Emphasis mine…)
I put everything in my task manager. I find it easier to set a reminder that shows up better for me. I set the due date to the actual date that the passport/driving license/insurance etc expires and then have it show up in my available list an appropriate amount of time ahead of the due date (insurance, 1 month; passport, 9 months and so on). I prefer that to putting it in the calendar for 9 months earlier than the expiry date.
When I have changed task managers in the past (shocking, I know), I ensure that everything is transferred over, transferring project by project or whatever is necessary.