Thank you for your reply, and let's go through parts:
1. This case is simple and I can try, but I'm not sure since I can only fight him by "sparring" in the Bandit's Camp.
2. The thing is I can only trigger the Lizard's event sleep by sleeping at night, it's even between parenthesis in that mission. And, if I do it, it unavoidably leads me to Troubles in the Den's Logan visit and I only wanna do it after getting his second heart (fr, I've been holding it up for more than 50 in-game days, but already seen what it happens with only 1 heart and kinda hate some parts of its ending). The one thing I'm not sure is if I've tried is sleeping past 4am, but, if I'm not mistaken, the game puts the "Sleep" option only between 20:00 & 4:00.
[Edit]: I'm gonna test both asap. Maybe sleeping right before 4am can help it to not trigger Logan's part since it'll be already too late for it's trigger.
Again: TYSM for your replies (I see you respond a lot the ppl around here, congrats)!