General Counsel & Head of Insurance

Klaimee is a startup that develops insurance and certification infrastructure for autonomous AI agents.

Location: Remote
Company size: 2–10
Posted: 2mo ago
Via: Yc

Section II · Full ProfileFree with an account

01Comp band & equity packageLocked
02Seniority & experience requirementsLocked
03Interview process & rubricLocked
04Headcount & which departments are hiringLocked
05Growth trajectory in this roleLocked
06Offer & decision timelineLocked

Read the full brief Sign in

Free · 2 minutes · the funding and stack behind this role

Job listing · Updated 21 AUG 2026

General Counsel & Head of Insurance

Klaimee· San Francisco, CA, US / Remote (US)View company profile

Job title: General Counsel & Head of Insurance
Job location: San Francisco, CA, US / Remote (US)
Job listing URL: https://www.ycombinator.com/companies/klaimee/jobs/CXFmWvr-general-counsel-head-of-insurance
Job description: _Founding executive · San Francisco or Remote (USA-based) · Full-time_ **Klaimee** is building liability coverage for the mistakes and failures of AI agents. We are a Y Combinator company backed by Bermuda-based A rated insurance partners, which powers our first product: a warranty for AI agent failures. We have just closed a $5.5M seed round to scale and domainate the AI liability insurance market?\ As we scale, we will grow into more carrier appointments and program partnerships. ## **The mission** Own Klaimee’s legal and insurance strategy as we scale from a reinsurance-backed warranty into a carrier-appointed program. You will be the face of Klaimee to reinsurers, carriers, and regulators — a founding executive, not a support function. ## **What you’ll own** * **Carrier & reinsurer relationships.** Manage and grow our reinsurance partnership; originate and negotiate future capacity, fronting, and program arrangements; represent Klaimee as a principal in the market. * **Regulatory strategy & product classification.** Own our warranty-vs-insurance positioning across jurisdictions and keep our product structure defensible as we enter new markets and product lines. * **Licensing & compliance roadmap.** Chart the path to the authorizations we’ll need as we grow. * **Outside counsel & contractors.** Hire and manage specialist counsel for regulatory filings and jurisdiction-specific work; own the legal budget. Build the in-house team when the time is right. ## **What success looks like in 12 months** * Klaimee has a defensible, documented regulatory position in our core markets. * Our capacity agreement is renewed and expanded, with at least one additional carrier or reinsurer relationship in progress. * Founders no longer sit in first position on any carrier, regulatory, or legal conversation. ## **Who you are** * 6-12 years in insurance - as an insurance regulatory lawyer (law firm insurance practice or in-house at an MGA, carrier, or insurtech) or a senior insurance executive with a legal background. * You’ve worked directly with carriers and reinsurers and can negotiate capacity, binding authority, or program agreements yourself. * Comfortable being the sole legal and insurance voice in an early-stage company: pragmatic, commercial, and fast. **Bonus points:** Lloyd’s market or coverholder experience · parametric or warranty/service-contract structures · Bermuda market familiarity · you’ve been through the “startup gets appointed by real carriers” journey at an insurtech. ## **What we offer** Competitive salary and meaningful equity, reflecting a foundational executive hire -discussed openly in our first conversation. A seat at the table on company strategy from day one, and the chance to define how an entirely new category of coverage gets built.

View job listing ↗

The Employbl newsletter