I think this is just another example of “whatever works for you” in your situation.
If time is “of the essence” and you’re “on the clock”, your priority is to minimize string change time – and fewer wraps leaves less chance of binding or slack that could cause some intonation issues when putting the bass into immediate service.
Or if you have a string endorsement deal / get free strings or can just afford to change your strings every gig…
Or maybe that’s just what you’ve always done, and it works for you.
These days, especially on a vintage style fender tuning post, I prefer as many wraps as possible – especially on the A & E. (non-overlapping of course)
If I have to cut, I trim as little as necessary, putting 180 degree bend in the string before I cut, and leaving about ½” double over and stick it down the hole. (never used to do that last part, and not possible on the “newer/hour glass” posts).
I’ve never had problems with intonation, but have always followed one rule; don’t change strings “day of show”. (if at all possible).
For years, back when I was gigging the most – I pretty much used one type of roundwound string and never had a problem when I did cut a string. But, I honestly don’t really don’t remember what I did back then. (other than boil strings frequently - another TB taboo). I just wasn’t much of a technician in those days, and we didn’t have TB to tell us what all the things we were doing wrong.
But about 6 years ago, I started experimenting with different strings, and currently have basses strung with probably 10 or more different kinds.
In that time, I’ve also had strings break and/or unravel, or just "DOA" , for the 1st time ever. So now, I’m skittish, and avoid cutting them, and when I have to, I’m careful about how I cut them.