Any idea for a self hosted home maintenance reminder system? Essentially something that will have reminders for things that reoccur regularly either ie yearly, monthly etc. Ideally it would have some way of checking it off to show the task was completed and then it would reoccur at the preset time next month /year etc.


I have a router with a few cronjobs like this:
# m h dom mon dow command 00 20 12 * * echo "check bank transactions (monthly reminder)" 00 19 15-21 * * test $(date +\%u) -eq 6 && echo "Anki learning reminder"Cron will by default send an email with the script output. So you “just” need a non-broken email setup that forwards system emails to your main account. (Assuming you don’t self-host email too.)
This setup is useful because I have a few other cronjobs (backup scripts, and a health check for my own application) that should notify me in case of failure, and I would eventually notice that this is broken by noticing that those “calendar” emails no longer get through.