Senior Account Executive, Insurance

San Franciscofull timeRemote

senior

H1B: yes

Checkr Senior Account Executive role focused on building and owning the insurance vertical at Checkr Trust. Responsible for defining ideal customer profiles and creating repeatable sales motions in the insurance space.

Responsibilities

Own the insurance vertical: define ICPs across carriers, MGAs, program administrators, and insurtech platforms — then build repeatable motion where none exists yet
Leverage your existing insurance relationships to accelerate pipeline and shorten deal cycles
Own the entire deal lifecycle — from cold outreach to multi-threaded enterprise close
Educate the market on a category that is still forming, translating Checkr Trust s value into the language of underwriting, loss prevention, and claims risk
Navigate complex insurance buying processes involving underwriting, compliance, legal, and executive stakeholders
Experiment with AI to find efficiencies across your work
Partner cross-functionally with product, legal, operations, and leadership to shape how we win in insurance
Hit ambitious revenue targets
Your fingerprints will be on how Checkr Trust wins in insurance.

Qualification

You are someone whoHas 5–7+ years of full-cycleCarries an A-player mindsetMore importantlyYou have grit

Required

You are someone who:
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
Has outperformed targets in situations that weren t perfectly set up for you
Has tangible examples of projects created using advanced AI tactics
Carries an A-player mindset: you raise the bar, move with urgency, stay resilient through ambiguity, and take ownership to deliver meaningful outcomes
More importantly:
You have grit. Your energy and work ethic raises the bar of others