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IFTTT can send texts, and also works with the Pushover[1] app (not free) which collates push notifications like this. You can also send it notifications yourself programmatically - check out their API to see if you can link it up to your python script.

You might want to check out iDoneThis[2], which send you an email at the end of the day asking what you did. (I used it for about a month and then gave up, and it's less random, but it does log your responses.)

[1] https://pushover.net/ (links to both iOS and Play stores.) [2] https://idonethis.com/




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