I did something similar for 2-3 years, then eventually wrote a piece of software that handles specifically this use case: https://github.com/ioddly/meditations

I did something similar for 2-3 years, then eventually wrote a piece of software that handles specifically this use case: https://github.com/ioddly/meditations https://github.com/ioddly/meditations (It actually doesn't repeat automatically, but you can copy monthly tasks down to the day). I also have it doing a little bit extra, tracking completion rates.