As Trevor you'll eventually meet a woman named Maude as a Strangers & Freaks mission, shown as a question mark, ?, on the map. She wants you to bring her escaped convicts, for cash. She sends you regular emails with photos and last known locations.

The first one, Ralph Ostrowski, is down in the quarry where the big quarry truck is. DO NOT kill him, simply chase him in a car, stop him by shooting his tyres or trashing his car. Drag him out of the car, a cutscene starts, he surrenders and gets in your car as a passenger, take him back to Maude, then the achievement will appear.

If you need any help feel free to PM me.