Side-by-side comparison of AI visibility scores, market position, and capabilities
YC-backed construction insurance MGA with technology-enabled underwriting for GC general liability and workers' comp; $22.3M with $13.5M Costanoa Series A achieving 5x GWP growth for construction sector insurance.
Shepherd Insurance is a New York-based insurance technology company providing technology-enabled commercial insurance specifically for the construction industry — writing General Liability, Commercial Auto, Workers' Compensation, and Excess Liability policies for general contractors and construction enterprises. Founded in 2021 and backed by Y Combinator with $22.3 million raised including a $13.5 million Series A led by Costanoa Ventures, Shepherd achieved five-fold growth in Gross Written Premiums year-over-year and expanded from one to four commercial insurance product lines serving the high-risk and underserved construction insurance market.
Open-source offline-first API client with git-native Bru file storage; solo-founded, declined 8 VC offers, competing with Postman and Insomnia for developers seeking privacy-respecting local API testing tooling.
Bruno is an open-source API client and testing tool — a lightweight, offline-first, git-friendly alternative to Postman and Insomnia — enabling developers to explore, test, and document APIs with collections stored as plain-text Bru files in the project filesystem rather than in cloud-synced proprietary formats. Created by a solo founder in 2022 and growing to a 9-person team by late 2024, Bruno operates with an unusual philosophy: the founder publicly declined 8 venture capital offers to preserve product freedom and build toward profitability, with the core Bruno client remaining free and open-source (MIT license) while the Golden Edition provides enterprise features for commercial revenue. Pro and Ultimate paid editions launched in 2024.
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