Insurance

Leaky

Website

Overview

Leaky is the best, free way to compare insurance.

With Leaky, we let you compare both prices and personalized quality scores for the largest insurers in the US. Insurance doesn't need to be scary, and so we do our best to help you through the process of comparing, shopping, and buying insurance.

Company description As recorded 2026-11-08
LinkedIn
InsuranceMarketplaceConsumersConsumerMarketplace

Founders & team

Darren Nix

Founder

Founder at Steadily.com. Previously built Interviewed S15 (acquired by Indeed) and Leaky (S11).

Founder profile As recorded 2026-09-15

Jason Traff

Founder

CopyCat Paintings -> MIT Sloan -> Leaky (YC S11) -> MIT Sloan -> Shipwell. I'm currently the co-founder and President of Shipwell, a connected shipping platform based in Austin, TX that brings shippers, 3PLs, and carriers together in a single place.

LinkedIn X
Founder profile As recorded 2026-09-15
2team members reported
Source-reported As recorded 2026-09-15

News & product activity

Sources & observations

500 Global · Y Combinator

Profile depthverified profile
Website observationwebsite reachable
Last website check2026-11-11
Location · source statedSan Francisco, CA, USA
Pricing evidenceNo pricing page confirmed
Maturity: Not assessed · 3 of 6 areas documented

Source-based assessment · automated evidence rules

The source reports an inactive or acquired company; current product identity needs review.

Maturity is an evidence-based assessment, not a success rating. It may understate the current stage where evidence is limited. Coverage records documented areas, not a complete or independently audited company history.

Stage definitions
independent websitesource corroborationreachable websitedescriptive evidenceclassified market and modelsourced people
startup.observe Directory coverage · Sources & method