Since you are using Python, you would need to set up something to serve your application as a web page. That way, when something like UptimeRobot or Cron-Job makes an HTTP request to your Repl.it, the application with run without the need to click the Run button.

You can set your Python application up as a web site pretty easily with Flask. I'll write up a guide on this sooner or later, but in the meantime, here's a guide that helped me do what you are trying to do.

Hope it helps!

If you use Nodejs and a Timer, it can schedule to check a website each day. In order to keep the repl running, you can use https://uptimerobot.com/

If you know Python, I believe you can have the same idea, and still use uptimerobot.

Please upvote this post if it helped you in any way.