VP, AI-Driven Underwriting Platform

Sixfold AI, Inc.; New York, Northern (NY, KY); Hybrid; USD 245,000 - 285,000; Full time

Job summary

Sixfold AI, Inc. is seeking a high-impact leader to redefine underwriting with AI at the core. You will own the product vision, drive rapid prototyping, and lead a capable team to ship AI-native decisioning that scales for major carriers.

Based in New York City with hybrid work, you will shape the risk intelligence platform, partner with design and engineering, and articulate a forward-looking roadmap while balancing speed and guardrails.

Qualifications

• Proven ability to prototype and validate ideas with real customers.
• Track record of taking a concept to production with measurable ARR or adoption.
• Strong strategic mindset for the future of underwriting with AI.
• Comfort writing prompts, evaluating AI outputs, and engaging with customers.
• Ability to maintain a 12-month product theme amid changing tactics.
• Balance speed with technical debt when prototyping.

Responsibilities

• Set the direction for what AI-native underwriting looks like at Sixfold, and hold a 12-month theme even as tactics change.
• 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 others measure their 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.

Skills

Strategic thinking

Hands-on build

End-to-end delivery

Prototyping

Roadmap discipline

AI discernment

Team leadership

Job description

Sixfold AI, Inc. is seeking a high-impact leader to redefine underwriting with AI at the core. You will own the product vision, drive rapid prototyping, and lead a capable team to ship AI-native decisioning that scales for major carriers.

Based in New York City with hybrid work, you will shape the risk intelligence platform, partner with design and engineering, and articulate a forward-looking roadmap while balancing speed and guardrails.