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← Checkr

Senior Account Executive, Insurance

Checkr
Location
Remote, United States
Posted
12 days ago
Department
Sales
What they actually want (must-haves)
  • 5–7+ years of full-cycle, quota-carrying sales experience
  • Deep roots in the insurance industry
  • Experience selling six- or seven-figure deals in complex environments
  • Understanding of insurance workflows
  • Proven ability to build pipeline in a market with no brand awareness
  • Experience in a startup or similar environment
What the job really is

The Senior Account Executive for Insurance at Checkr will focus on building and owning the insurance vertical, leveraging existing relationships to drive sales and educate the market. This role requires navigating complex buying processes and managing the entire deal lifecycle, from outreach to closing, all while operating in a startup-like environment within an established company. The position emphasizes autonomy, accountability, and long-term impact over short-term gains.

Benefits
  • Fast-paced and collaborative environment
  • Learning and development allowance
  • Competitive cash and equity compensation
  • 100% medical, dental, and vision coverage
  • Up to $25K reimbursement for fertility, adoption, and parental planning services
  • Flexible PTO policy
Things to weigh
  • No salary listed for locations outside San Francisco, CA
  • Role requires navigating ambiguity and high ownership
  • Expectations for autonomy and self-motivation are high
  • In-office work is expected 3+ days a week for those in hub locations
Job score3.6/5
Benefits4/5
Freshness5/5
Career value4/5
Role clarity5/5
Pay transparency0/5

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