Senior Account Executive, Insurance
Build and lead Checkr Trust’s insurance sales motion, owning pipeline creation, market education, and complex enterprise deals across carriers, MGAs, and insurtech platforms. Requires 5–7+ years of quota-carrying sales experience, deep insurance relationships, and a record of closing six- or seven-figure deals.
About the job
Responsibilities
- Own the insurance vertical, defining ideal customer profiles across carriers, MGAs, program administrators, and insurtech platforms.
- Leverage insurance relationships to build pipeline and shorten deal cycles.
- Own the full deal lifecycle from cold outreach through multi-threaded enterprise close.
- Educate the market on Checkr Trust’s solutions in the context of underwriting, loss prevention, and claims risk.
- Navigate complex buying processes involving underwriting, compliance, legal, and executive stakeholders.
- Experiment with AI to improve efficiency and develop advanced AI-enabled projects.
- Partner with product, legal, operations, and leadership to shape the insurance go-to-market motion.
- Achieve ambitious revenue targets.
Requirements
- 5–7+ years of full-cycle, quota-carrying sales experience, including hunting.
- Deep experience and relationships within the insurance industry.
- Experience selling six- or seven-figure deals in complex, multi-stakeholder environments.
- Strong understanding of insurance workflows, underwriting, and risk management.
- Experience building pipeline in markets with limited brand awareness.
- Startup experience or demonstrated ability to operate with high autonomy and ownership.
- History of outperforming targets in ambiguous or resource-constrained environments.
- Tangible examples of projects created using advanced AI tactics.
- Resilience, discipline, competitiveness, collaboration, and a strong ownership mindset.
Compensation and Benefits
- Remote on-target earnings or base salary range: $229,724–$351,343 USD.
- Learning and development allowance.
- Competitive cash and equity compensation with advancement opportunities.
- 100% medical, dental, and vision coverage.
- Up to $25,000 reimbursement for fertility, adoption, and parental planning services.
- Flexible PTO policy.
- Monthly wellness stipend.
Skills
Insurance, Enterprise Sales, Quota-Carrying Sales, Pipeline Generation, Complex Sales, Underwriting, Risk Management, AI, Compliance, Contract Negotiation
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