Setting the Scene
On October 15, the Guidewire Insurtech Vanguards teed up innovation in style as InsurPitch Las Vegas hit the fairway at Topgolf during ITC 2025. Led by Guidewire Chief Evangelist, Laura Drabik, the event blended the polish of professional pitches with the laid-back fun of a night on the range — complete with BBQ, music, and some friendly competition.
The Lineup
Five standout startups took the stage to share how their technologies are solving real-world challenges for insurers and customers:
- Adjusto – Offers an AI-driven product matching and valuation solution for contents claims.
- Eyefootage – Helps auto insurance companies and attorneys obtain hard to find auto accident video footage that could be crucial in making faster and more informed liability decisions.
- Out of Pocket Expense Experts – Offers ALE expense management and is focused on improving carrier cost accuracy, streamlining adjuster workloads, and expediting policyholder reimbursement cycles.
- StreamSettle – Securely and blindly compares the True Settlement Thresholds (TST's) of negotiating parties. If there is an overlap, the case is settled and the parties are automatically provided with fully executed settlement documents.
- Walnut Insurance – Enables insurers and enterprise businesses to embed insurance products directly into their platforms and customer journeys.
Each insurtech had just five minutes to take their shot and make their case before a panel of expert judges. The judges’ thoughtful questions and industry insight pushed each presenter to show how their innovations could truly move the industry forward.
An Engaged Crowd
The audience brought international energy and enthusiasm, with representatives from 32 carriers across ten countries. The buzz in the room reflected an industry eager for practical innovation and equally ready to enjoy the evening.
After the pitches, guests relaxed with casual networking and a bit of friendly competition at the golf bays. The music was loud, the laughter was constant, and for some attendees, it was their first time swinging a real club. It turned out to be an unexpectedly fun way to connect after an evening of serious ideas.
And the Winner Is…
🏆 Adjusto was named the winner of InsurPitch Las Vegas 2025, impressing both the judges and audience with their clarity of vision, strong execution, and potential to deliver meaningful impact for insurers.
Their win capped off an exciting round of pitches that showcased just how much creativity and capability are emerging from the insurtech ecosystem.
More Than a Competition
Beyond the presentations and awards, InsurPitch Las Vegas was about community. It brought together innovators, carriers, and thought leaders who share a passion for solving real problems and making insurance smarter, faster, and more human.
The energy and enthusiasm at InsurPitch Las Vegas didn’t go unnoticed. Participants were quick to share their thoughts:
- “Keep doing these events - they’re incredible.” - Partner, Venture Capital
- “These value props are extremely relevant for the challenges we face.” - Tier 2 Carrier
- I hadn’t heard of Guidewire four years ago, but these events have made you a major name in insurtech innovation.” - Specialty Carrier
Looking Ahead
As the Insurtech Vanguards series continues, the energy from Las Vegas carries forward.
Join Laura and her Insurtech Vanguards for the Pitch Off: Battle of the Best on October 28 at Guidewire Connections 2025.
It’s safe to say that InsurPitch Las Vegas 2025 was a success — a night where innovation, community, and a little friendly competition all found their sweet spot on the fairway.