Your attribute floor determines your ceiling for skills under that attribute, so I would advise against starting with a 1 in any of them. If you only have attribute 1, you can only raise the corresponding skills once. One of the few things to genuinely get stuck in the game is failing a white check, raising the stat and then failing the 2nd white check as well.

This is why save scumming white checks is fine, but only if you failed on them once. Meanwhile, save scumming red checks is bad to do (in my opinion), as they are designed to give you a way forward even if you fail. Often times failure in these can be more fun and better then success even.

Have an Inland Empire of 4 or more right from the beginning of the game in order to unlock a very special friend. It is also a fun stat to have in general.

Don't arrest people just because you can, it may gate you out of some content. Especially true on the other side of the river.

Last but not least: The game will sometimes be like 'hey man, you can opt in or out of this one' and it usually happens in internal conversations. Opting in gives you a side quest, opting out gives you nothing. Opting out is permanent, so I would advise opting in on all of these and then doing only what you actually feel like doing. I have seen people cuck themselves out of a bunch of content for no good reason this way. Usually libs who decided that they are playing a straight-laced cop.