Backed by Accel, Y Combinator and GV.
About the role
Your fingerprints will be on how Checkr Trust wins in insurance.
What they're looking for
- Has 5–7+ years of full-cycle, quota-carrying sales experience — hunting required
- Has deep roots in the insurance industry
- Has sold six- or seven-figure deals in complex, multi-stakeholder environments
- Understands insurance workflows well enough to connect Checkr Trust's solutions to real underwriting and risk management problems
- Has built pipeline when there was no brand awareness in a market
- Has worked in a startup or operated like you were in one
More about this role
About Checkr
Checkr is building the data platform to power safe and fair decisions. Over 140,000 companies and millions of people rely on Checkr for AI verification in the moments that matter most: getting a new job, a new place to live, a car ride, childcare, even a date. Customers include Uber, Pennymac, Airbnb, Doordash, and Anthropic.
We’re a team that thrives on solving complex problems with innovative solutions that advance our mission. Checkr is recognized on Forbes Cloud 100 2025 List and is a Y Combinator 2024 Breakthrough Company .
Checkr Trust is not a typical sales role. It's a chance to help build an entirely new business inside a category-defining company — and we're going deep on insurance.
Checkr Trust accelerates solutions that detect bad actors before they impact businesses. We have early traction in the insurance space, strong product-market pull, and the backing of Checkr — but we are still building the plane while flying it.
We are looking for a Senior Account Executive who knows the insurance industry from the inside: the players, the pain points, the buying dynamics, and the relationships. Someone who can walk into a room with a carrier, MGA, or program...
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