Jack The Tripper
Not gonna lie, I've always been interested to find a way to make Wolverine into an actual Daredevil type superhero/Vigilante. I think it would be super difficult to get him there given his characterisation. But I'd love to see an attempt. Similar to Patch I guess, but dialed up to 11. Something relatively lighter in tone as well, with art by Chris Samnee or someone.
I think the aftermath of the original Old Man Logan storyline was actually a great opportunity to have Wolverine overthrow a supervillain government/America. I'll always be annoyed they didn't go that route. The character and that universe has been absolutely fumbled in recent years. It would have been really interesting to see Logan lead a new team of heroes in a dystopian USA.
Regarding point 1: I think Madripoor is perfect for him- he has a past and connections to the city and the location has been completely underused in recent years!
2. Again, it more the aftermath of Old Man Logan that was fumbled - definitely shouldn't have been pushed into main 616, and I think Brisson's writing for the OML universe was a bit too bright and superhero-y.
I think a whole new team for Wolverine in these instances would be beneficial, as it opens up more room for new story telling aspects!