- "I am a good man, yes? I provide a valuable service to the poor and weak in this city? I give credit to the needy, and hope to the hopeless. To carry on this important noble work I need more cars. I cannot afford to buy them, but there are rich fools at Gentry Manor who can be robbed for the greater good. Please bring some of their deluxe cars back to the showroom for me."
Simeon explains that he needs more cars to his dealership. He reveals that there are some rich fools in the Gentry Manor Hotel who can be easily robbed. The team needs to get two cars, a Felon GT and a Banshee. The team will gain a 2-stars wanted level after the cars are stolen. After the team loses the wanted level, they just need to get the car to the dealership. Other than the cars that have to be stolen, the other cars parked at the hotel that appear in this mission are: another Felon GT, a Jackal, two Super Diamond's, an Issi, a Schwartzer and a Phoenix.
- Steal the cars.
- Lose the cops.
- Deliver the car to the dealership.
- The name of this mission is a play on the saying "gently does it", a term used to tell someone to be slow and careful.