My plan is to do one post for the week and edit it, rather than 7-9 posts per category.
Sounds like a good plan, just updating a weekly post or two (if you split out categories) should be easier. Thought you and Chris were going to split the task though?
Up to you, but I'd suggest don't overload yourself rushing to get it done, and give a yell if you need volunteers to help out if you need a break! One thing to put this level of effort in if you are being paid to do it (or hoping to make some money out of it), another for a site like this I'd suggest.
From a personal point of view, I'm kind of interested to know where they all are at the start of the week so I can check when matches are on in case I want to watch. There are few more I'll follow (either systematically or as a by-product of watching others) via livescore. But checking up on where those I'm less interested in (for me that's juniors and futures in the main) can happen whenever, and I suspect most will be the same?