Lenny Avery is a real estate developer operating in northern Los Santos, particularly around Vinewood and Rockford Hills. He used to be Josh Bernstein's partner until he betrayed Josh and successfully lobbied to have his real estate licence revoked, bankrupting his former business ally. After Josh lost his licence, Lenny bought most of his properties and became the biggest real estate developer in Northern Los Santos.
However, Josh eventually employed Trevor Philips to sabotage Lenny's business, first by destroying sale signs outside Lenny's properties and later by chasing down Avery and physically threatening him to stop competing against Josh's company, to which a terrified Avery agrees before running away. After completing the mission, the player can kill Lenny while he is running away, which has no impact on the story whatsoever.
- Closing the Deal (Can be killed)
- Since Lenny is a real estate developer and his last name is "Avery", his character could be a reference to Avery Carrington, another unscrupulous real estate developer from the 3D Universe canon.
- Lenny says during his mission that he has a stomach staple.
- As he only has a brief appearance in one mission, he does not use a unique character model. His model is the same as that of an older businessman model that can be found during office hours in Los Santos.