I dunno man I just feel like the rules are already well-laid out and thorough, the people who get confused about them are the people who have never bothered to read them in the first place, or who don't believe them if they do. There's nothing wrong with the proposition that the rules should be as clear as possible, I just think you're generally looking for a level of granularity that is probably unrealistic. There are a few areas where 365 could improve to the level of the Windows game though, which seems like a reasonable ask. I'd love to get my hands on these settings in 365 for example:
https://i.imgur.com/Uggzd0D.png In particular HAL is way too aggressive with holds. Super HAL Baserunning would be a clutch addition as well
https://i.imgur.com/WPFRlFo.png Or at least, they could provide the figures for that table in terms of what aggressive/normal/conservative translate to. Super HAL Bullpen would be incredible but so far beyond any currently existing granularity that it's probably a pipe dream.
Honestly the best thing Strat could do would be to turn off every single max rule other than pre-1920 errors. None of the others add any value to 365 whatsoever, all they do is create confusion.