I meant to reply sooner, but I finally had a quiet hour this morning and got caught up on everything.
I looked over the notes, and I think the easiest option is to keep the plan simple and do one part at a time.
If we try to do every little thing at once, it usually turns into more confusion than progress.
I would start with the first task, check whether it actually works the way we expected, and then move to the next piece after that.
That approach tends to save me a lot of backtracking.
Also, I agree that the timing has to be practical, so picking one day and sticking to it is probably better than leaving it open-ended.
I am around later this week, and I can go through it again if you want a second opinion.
If not, a quick note with what you decide is enough for me.

I checked on that yesterday afternoon and it turned out to be easier than I expected once I stopped overthinking it.
What helped most was writing down the two things that actually mattered and ignoring the extra noise around them.
I always tell myself I will remember the details later, but I never do, so a short list kept me focused.
I also moved a few smaller tasks to another day so I could finish one useful thing instead of starting five incomplete ones.
That made the whole situation feel much calmer.
If you are still deciding, I would go with the simpler option first and see how it feels in practice.
You can always adjust after you get a sense of the rhythm.
Let me know what you land on, because now I am curious whether your version ends up similar to mine.