Also Concern #3, is there a subscription for things? o.O
The easier I make it on myself the better.
At work, after trying seemingly everything, I think I hit my stride with Obsidian. I have a plugin to show a calendar that works with the daily notes. I setup a template for that with a todo heading and a notes heading. I treat that kind of like a bullet journal. Each day I move over the stuff that wasn’t finished from the last day. The notes section is to give me a scratch pad for stuff that I only need that day. Other notes go to their own page to easily find later (with none of that zettlekasten nonsense). If I have a lot in my mind at the end of the day, especially on a Friday or before vacation, I’ll fill out the daily note for the day I plan to be back in the office, so I can remember where I left off. I can also open up a future daily note to add an item if I need to follow up on something on a certain day. For normal meetings I use Outlook, because I have to.
At home, the above system doesn’t work so well, because I have a lot less going on. I don’t need something that requires daily interaction like that. I have been writing up some ideas for an app I plan to write that will hopefully solve this problem for me. Time will tell how that plays out. In the meantime I’m using Apple Reminders and Calendar in a pretty basic form.
I write a list of todos, check them off as I go, then rewrite that list once the page is full or after a few days - leaving off those that are done. I've found it works better than any app (and I have tried many).