There’s an integration to Open Weather Map. You have to sign up for an API Key, but it’s free. One of the sensors is cloud cover.

https://openweathermap.org/

Aahhh… much better.

iOS - Due (https://www.dueapp.com). The thing I love about this app is that you can set tasks to snooze and it will continually remind you anywhere between 1 minute and 1 hour after the snooze. It’s great for time-critical tasks.

MacOS - Keyboard Maestro (https://www.keyboardmaestro.com/main/). I’m probably only using 5% of this app’s capability. The main edge case that works well for me is that it will do text expansion in my Parallels Virtual Machines. I believe it’s the only text expansion app that does this correctly/consistently.