NOTE: This is a missable achievement, so aim to get it on the first try.
There are 4 bounty missions to complete for Maude, which may be hard to find. I am going to point out the locations on a map, and the order they are found in. Bounty locations on the map are marked by pink squares with black borders.
Map with locations can be found at: http://s1166.photobucket.com/user/iKushtyy/media/1833909-1XV...
I took all my bounties in alive, this is how I done it:
1. Ralph Ostrowski, Rear of Davis Quartz Quarry: -
I shot the tyres on his car, and he gave up.
2. Larry Tupper, Great Chapparel, just to South West of Harmony & Grand Senora Desert: -
I shot all his buddies, and the wanted guy gave up. (BE CAREFUL NOT TO SHOOT THE BOUNTY!)
3. Glenn Scoville, Top of Mt. Chiliad: -
By this point, I had a Stun Gun from the Border Patrol wannabes (a Strangers and Freaks on Trevor's side, marked in game as M?). If you don't have one, just grab one from AmmuNation. I followed him when he jumped with the parachute, then zapped him and he surrendered.
4. Curtis Weaver, Dignity Village, Very North of Map: -
Again, just chased and zapped with the Stun Gun. Easy.