VP of AI-Driven Underwriting Product

Sixfold; New York (NY); On-site; USD 245,000 - 285,000; Full time

Job summary

Sixfold is building AI agents that understand risk the way a 20-year veteran underwriter does. You’ll inherit a strong product and a capable team, but the job is to decide what underwriting becomes once AI stops assisting and starts deciding, moving faster than the market expects.

You prototype to learn, not just to prove, and you’ll shape the future of underwriting with customers, partners, and the industry. Half the company is in NYC, with a fast-moving, AI-first culture.

Responsibilities

• Set the direction for what AI-native underwriting looks like at Sixfold, and hold a 12-month theme even as the tactics under it change frequently
• Build the first version of new ideas yourself: a prototype, a working demo, a lighthouse customer test, before asking the team to build the tenth
• Stay current enough on AI’s leading edge to have a real opinion on where things are going, not just what’s already shipped
• Represent Sixfold's view of where underwriting is headed with customers, partners, and the industry, so people outside the company measure their own thinking against yours
• Take ownership of the existing product and team and raise the bar on how they operate, without mistaking "it's not broken" for "it's finished"
• Partner closely with design and engineering so prototyping speed doesn't turn into technical debt. Speed and guardrails are both your job, not competing ones

Job description

Sixfold is building AI agents that understand risk the way a 20-year veteran underwriter does. You’ll inherit a strong product and a capable team, but the job is to decide what underwriting becomes once AI stops assisting and starts deciding, moving faster than the market expects.

You prototype to learn, not just to prove, and you’ll shape the future of underwriting with customers, partners, and the industry. Half the company is in NYC, with a fast-moving, AI-first culture.