# Alex Schmelkin

> Alex Schmelkin is the founder and CEO of Sixfold, a New York company building generative AI for insurance underwriting. After two decades founding and running digital design and software firms - Alexander Interactive, Cake & Arrow, and a founding role at no-code pioneer Unqork - he launched Sixfold in 2023 to give underwriters a virtual team of AI researchers that reads submissions, scores risk, and shows its sources. Sixfold has processed more than a million submissions across 40-plus lines of business, raised a $30M Series B in 2026, and counts Zurich North America, Guardian, and Generali among its clients.

- **Role:** Founder and CEO at Sixfold
- **Organizations:** Sixfold, Unqork, Cake & Arrow, Alexander Interactive, Bessemer Venture Partners
- **Nationality:** American
- **Education:** BS in Policy Analysis, Cornell University
- **Known for:** Founded and scaled Sixfold to process over 1 million insurance submissions across 40+ lines of business, Built Sixfold into a platform serving insurers representing $265B in gross written premium, Raised $51.5M total, including a $30M Series B in January 2026

## Career timeline

- **2002** — Co-founded Alexander Interactive, a New York digital agency, with Josh Levine
- **2016** — Rebranded Alexander Interactive as Cake & Arrow, serving as Founder and CEO
- **2017** — Joined Unqork as a founding member, helping build the first enterprise no-code platform
- **2022** — Became an EIR / Operating Advisor at Bessemer Venture Partners
- **2023** — Founded Sixfold and launched generative AI built for insurance underwriting
- **2024** — Raised $15M Series A led by Salesforce Ventures
- **2026** — Raised $30M Series B led by Brewer Lane with Guidewire; launched the AI Underwriter for P&C insurers

## Achievements

- Founded and scaled Sixfold to process over 1 million insurance submissions across 40+ lines of business
- Built Sixfold into a platform serving insurers representing $265B in gross written premium
- Raised $51.5M total, including a $30M Series B in January 2026
- Signed clients including Zurich North America, Guardian, Generali GC&C, Skyward Specialty, AXIS, and Mosaic
- Founding member of Unqork, the first enterprise no-code platform
- Built and ran Alexander Interactive / Cake & Arrow for ~15 years with clients like MetLife, Saks Fifth Avenue, KIND, and Lowe's

## Latest updates

- **2026-06** — Sixfold launched the AI Underwriter for P&C insurers - an agent that learns a carrier's book and appetite, recommends the next action on each submission, and can run cases straight through to quote-ready and bind-ready materials.
- **2026-01** — Sixfold raised a $30M Series B led by Brewer Lane with strategic investment from Guidewire, plus Bessemer and Salesforce Ventures.

## Links

- Website: https://sixfold.ai
- LinkedIn: https://www.linkedin.com/in/schmelkin/
- Twitter/X: https://twitter.com/sixfoldai/

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Profile page: https://yespress.io/alex-schmelkin
Published by YesPress — https://yespress.io
Last updated: 2026-06-19