Kudos to you, Curtis, for already taking the first step.
For work, it’s mostly on google docs since I get to access it mostly on my laptop. This works really well since I can search for all my checklists from anywhere.
For my personal life, I started with a pen and paper and kept them in the diary. I found it more accessible. But I recently discovered Notion, a free note-taking app/software with checklist templates to keep things digital. It’s a personal preference. You may pick one based on your preference.
Finally, it’s never overwhelming. Imagine this: You had already done something a while ago but don’t really remember. You have to do it all again. This is more stressful for me than just searching through a software/diary.
I hope this helps, Curtis!