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Checkr is a data platform powering safe and fair decisions through AI verification. The company serves 140,000+ customers including Uber, Airbnb, DoorDash, and Anthropic. Checkr Trust is a new business unit focused on insurance solutions, combining Checkr's verification capabilities with insurance industry expertise.
This Senior Account Executive role is a territory-building, founder-like opportunity within the insurance vertical. You will own the entire deal lifecycle—from market education and cold outreach through complex, multi-stakeholder enterprise closes. Your responsibilities include defining ideal customer profiles across carriers, MGAs, program administrators, and insurtech platforms; leveraging existing insurance relationships to accelerate pipeline; educating the market on Checkr Trust's category; navigating complex insurance buying processes involving underwriting, compliance, legal, and executive stakeholders; and hitting ambitious revenue targets.
You'll operate with significant autonomy and ownership, partnering cross-functionally with product, legal, operations, and leadership to shape how Checkr wins in insurance. The role requires building repeatable sales motions where none exist yet, experimenting with AI to find efficiencies, and translating Checkr Trust's value into the language of underwriting, loss prevention, and claims risk.
Ideal candidates have 5–7+ years of full-cycle, quota-carrying sales experience with a proven track record hunting new business and closing six- or seven-figure deals in complex environments. Deep roots in the insurance industry are essential—you should understand insurance workflows, underwriting processes, and risk management problems intimately. You've built pipeline when there was no brand awareness, worked in startup environments, and consistently outperformed targets in ambiguous situations. You're comfortable with autonomy, iteration, and resilience through rejection. You hold yourself to a high internal standard and care about building something meaningful in a regulated industry.
