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All I can tell is that the AI hears you less with higher stealth, Idk the best way to max it on single player but I do know on the Online you can sit in your apartment and go in crouch and walk around in a circle for a good 40 mins or so and it will max.
Online: I went to "Mayweather's Area" and used it at night. I moved up a bar ( 20 points, I think) pretty quick but got an invite. I used "B"( I think it was B) to hit / stealth attack, not sure if that helped or not but very fun. Also, it didn't trigger
any stars so that was a plus. Hope that helps some. Be good and game on.
Quickest way to level up stealth: Start a mission and go to the beach area near the mask store (Disregard the mission). Walk around in stealth mode and stealth kill the pedestrians. What it's used for is deathmatches so you don't show up on the minimap and
will be helpful in heists.
I maxed out my stealth incredibly fast just by going into stealth whenever I get in a gunfight. As far as how useful it is, it seems completely pointless to me. Unless it like hides your blip in deathmatches or something, but otherwise the NPC's see you