Head of Claims

Vouch Insurance•San Francisco, CA

10d•$165,000 - $190,000•Remote

About The Position

Claims is where clients feel the value of a broker most acutely. A great claims advocate can turn a stressful situation into a defining moment of trust, and that trust drives retention, referrals, and long-term client value. Today, Vouch doesn’t have a dedicated claims function. We’re building one from scratch, and we’re doing it differently. This is not a traditional claims hire. We’re looking for someone who will build an AI-native claims function, partnering closely with our Applied AI team to design, manage, and orchestrate AI agents that make this the highest-leverage claims operation in the industry. You’ll combine deep domain expertise with a genuine drive to push the boundaries of what one person can accomplish when they have the right tools. The goal is a one-person function by design, not by accident, with AI doing the heavy lifting on triage, drafting, analysis, and tracking so you can focus on the relationships and judgment calls that actually move outcomes.

Requirements

8+ years of claims experience across management liability, professional liability, cyber, and/or other commercial lines relevant to technology and life sciences companies
Deep, active network across carrier claims leadership, coverage counsel, and broker claims advocacy peers
Track record of personally managing complex, high-severity claims where the outcome mattered to the business
Credible and composed in front of founders, GCs, CFOs, and boards; someone clients want in the room when things are hard
Strong commercial instincts; you understand claims not just as a service function but as a driver of new business, retention, and carrier leverage
Genuinely excited about AI and building an AI-native function; you see tools like Claude as force multipliers, not threats, and you want to be on the frontier of what’s possible
Comfortable operating as a one-person function, with strong judgment about when to escalate and when to resolve directly
Ability to design process and structure from scratch without needing a large team or heavy infrastructure
Client-obsessed, high integrity, and motivated by outcomes over optics

Nice To Haves

JD, CPCU, ARM, RPLU, or equivalent professional credential
Prior experience in a brokerage, insurer, or law firm serving venture-backed or innovation-economy clients
Leadership experience building or re-designing a claims function at a brokerage or carrier
Experience representing an organization externally at industry events, with media, or with regulators
Exposure to and passion for early-stage startups and/or high-growth environments

Responsibilities

Own the end-to-end claims advocacy experience for Vouch clients, from first notice of loss through resolution
Partner with the Applied AI team to design and orchestrate AI agents for claims triage, coverage analysis, client communication, and carrier follow-up
Continuously identify opportunities to automate and improve claims workflows, building the playbook for what an AI-native claims function looks like at scale
Design a tiered service model: notification-only on simple claims, guided advocacy on most matters, full hands-on management for complex, high-stakes situations
Act as the senior advocate and escalation point on material claims, engaging carrier claims teams, defense counsel, and clients’ executive and legal leadership directly
Build and maintain strong relationships across the carrier claims community to drive better outcomes for Vouch clients
Partner with Placements and Client Management to turn claims insight into better coverage, pricing, and renewal outcomes
Translate claims data into a clear point of view on loss trends, coverage gaps, and carrier performance to inform placement and product strategy
Be a credible, expert voice in new-business conversations and major-client retention moments where claims capability is a deciding factor
Partner with the CEO, COO, and General Counsel on claims-related risk and escalation decisions
Represent Vouch externally at industry events, with carriers, and with sophisticated client counsel

Benefits

Competitive compensation and equity packages
Health, dental, and vision insurance
Parental leave
Flexible vacation time
Wellness allowance
Technology allowance
Company-sponsored personal and professional development
L&D: Partnerships with Ethena and monthly Lunch & Learns
Wellbeing: access to many wellbeing perks, including Peloton, Fetch, OneMedical, Headspace care+, etc.
Caregiver Support: company seed into the dependent care FSA and company sponsored Care.com membership.
Regular performance reviews: Vouch conducts regular performance discussions with all team members, offering goal setting and check-ins, development discussions, and promotion opportunities.