Track Record
Awards &
Recognition.
A record of industry firsts and recognition earned across the ventures and companies the Whimsey Labs team has built.
$78M+
Raised across ventures
$4T+
Assets underwritten by AI
40%
CA homeowners market carriers rely on ZestyAI
3×
AI companies built
Industry Firsts
Products that had never
existed before.
First of its kind · Insurance Tech
Industry-first AI wildfire underwriting and pricing model
Z-FIRE™
ZestyAI
- —Outperforms traditional models by 44× in predicting property-level wildfire risk
- —Trusted by carriers insuring 40% of the California homeowners market
- —Approved by California Dept of Insurance for both underwriting and rating
First of its kind · Insurance Tech
Industry-first AI-powered hail model
Z-HAIL™
ZestyAI
- —20× lift in loss ratio segmentation between high- and low-risk properties
- —Launched April 25, 2023
First of its kind · Legal Tech
Industry-first generative AI legal citator
Paxton AI Citator
Paxton AI
- —94% accuracy on the Stanford Casehold benchmark (2,400 examples)
- —Launched July 8, 2024
First of its kind · Clean Energy Tech
First AI system to remotely identify solar installation potential
PowerScout
PowerScout
- —Used satellite imagery and machine learning to detect rooftop solar potential at scale — no site visit required
- —Featured in dedicated editorial pieces by NVIDIA (September and December 2016)
- —$1.5M U.S. Department of Energy SunShot Incubator award
Awards & Recognition
External validation.
Winners
2024
Bronze AwardStartup Alley Pitch Competition — 3rd Place
ABA Techshow — 8th Annual
Paxton AI
↗ Source2013
AwardMost Innovative Award
McKinsey & Company
Michael Ulin
Finalists & Recognition
2024
Gaingels 100
Top LGBTQIA+ venture-backed entrepreneurs
2025
Best Use of AI — E-Discovery & Litigation
Legalweek Leaders in Tech Law
2025
New Law Company of the Year
Legalweek Leaders in Tech Law
2024
New Law Company of the Year
Law.com
2024
Emerging Company of the Year
Oregon Tech Awards — 40th Annual
Media Coverage
In the press.
Paxton AI
ZestyAI
PowerScout
Want to work with this team?
Three times building AI companies. Ready to apply that to yours.