Sixfold Raises $30M Series B

In 2023, Brian, Jane, and I set out to build AI for underwriting. Not as another helper tool, but as the foundation for how underwriting should actually work going forward.
At the time, a few people thought we were crazy. But we believed underwriting was ready. And we believed underwriters deserved better.
That idea has now become real.
Today, I’m excited to share that Sixfold just raised a $30M Series B, led by Brewer Lane, with strategic investment from Guidewire, and continued support from Bessemer Venture Partners and Salesforce Ventures.
From Idea → The AI Underwriting Brain
Fast forward, we’ve built what we originally set out to build:
An underwriting AI brain that global carriers rely on every day.
Sixfold is already trusted by insurers like Zurich North America, Skyward Specialty, Guardian, Generali GC&C, AXIS, and Mosaic.
We’ve processed over 1 million submissions, across 40+ lines of business, supporting insurers representing $265B in gross written premium.
Sixfold is live across North America, the UK, Europe, Latin America, and Australia, underwriting risks across Property & Casualty and Life & Health. Production underwriting at global scale.
AI underwriting isn’t coming someday. It’s here, and Sixfold is leading it.
Underwriters Run the Book, Not the Tasks

We’ve already started to see the shift. Underwriters are no longer spending their days processing information. Instead, they’re making decisions. AI agents execute the work end-to-end. Humans focus on judgment, portfolio performance, and market opportunities.
Or put more simply:
Underwriting operations run on Sixfold. People run the strategy.
That’s the AI Underwriter.
Why Customers Love Sixfold
One of the biggest reasons Sixfold has scaled so quickly is that we don’t ask insurers to rip and replace everything.
Sixfold integrates directly into the tools underwriters already live in. Their workbenches, policy admin systems, existing workflows, and, of course, email inboxes.
Near-zero time to value isn’t a slogan. It’s how we’ve earned trust across the industry.
This Isn’t Theory — It’s Happening Now
What makes this moment exciting is that it’s no longer hypothetical.
Customers are already seeing major impact:
- Skyward deployed Sixfold across 11 underwriting teams and cut quote response time by 35%
- Zurich rolled Sixfold out to 200+ underwriters, saving up to 2 hours per submission
And the real win is what happens next:
- Underwriters are happier because they get time back
- Carriers respond faster with better quotes and better coverage
- Agents and brokers prefer working with those carriers
- Teams win more business and select risk more intelligently
- Competitive advantage starts showing up in combined ratio
Sixfold becomes the underwriting tool you can’t live without.
That’s what “AI transformation” looks like when it’s real.
Why Series B Now
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We’ve proven autonomous AI works in real underwriting environments. Now it’s time to scale.
This funding lets us go faster on what matters most:
- More autonomous underwriting agents
- Deeper integrations into carrier workflows
- Portfolio-level visibility
- Global expansion across markets where demand is already there
Underwriting remains the most complex and important function in insurance.
We’re rebuilding it with AI at the core and underwriters in control.
Bring on even more #Funderwriting!
Think post was originally posted on LinkedIn
