For this achievement, you have to defeat Isabel Diaz "Izzy", number 12 on the Blacklist.
Requirements:
- Race wins: 4
- Milestone events: 3
- Bounty: 180,000
For easy bounty, use the bus station trick. Everything is explained in the video below. Credits goes to Elitekiller24 (killzy).
After you met the requirements, you can challenge her. You have to defeat her in a sprint and a circuit race. If you defeat her, the achievement is yours!