- "I can give you work with my organization, but first you must prove to me that your ties with the Mafia are truly broken. Salvatore Leone will be leaving Luigi's in about three hour's time. Make sure he doesn't reach his club alive."
- — Asuka Kasen
After being betrayed by Salvatore Leone, Claude now wants revenge and plans to work for the Yakuza. However, Yakuza leader Asuka Kasen wants Claude to prove his loyalty to the Yakuza and sever his ties with the Leone Family by assassinating Salvatore as he leaves Luigi Goterelli's club later that day.
Claude travels to Luigi's club on Portland Island. He waits nearby the club until Salvatore leaves, whereby he assassinates Salvatore, severing his ties to the Leones.
After the Mission
The Leone Family will fire upon Claude should he be on their turf on Portland Island. The Leones will be armed with Pump Action Shotguns from now on and it only takes a few hits to destroy most vehicles (an added difficulty being that Claude can't bail out of his vehicle), one should be careful when traveling through Saint Mark's. It is extremely advisable to complete Turismo, I Scream, You Scream and Big'n'Veiny (although they will use Uzis in this mission) for the Diablos and the mafia rampage before completing this mission.
- Salvatore Leone - Killed by Claude on the orders of Asuka Kasen, in order for Claude to prove his loyalty to the Yakuza and also in revenge for Salvatore's betrayal of Claude.
- Several members of the Leone Family (optional) - Killed while protecting Salvatore.
- The Leones guarding Salvatore will carry weapons they do not normally use. The majority of them will carry an Uzi while the remaining guards will carry shotguns.
- If the player is spotted while on the roof of the building across the street from Luigi's Sex Club 7, the Leones will run up the stairs and start attacking Claude.