Account Executive
Build and lead enterprise sales for an emerging insurance-focused business, owning market development, pipeline generation, and complex deals from prospecting through close. Requires 5+ years of quota-carrying sales experience, deep insurance industry expertise, and a record of selling high-value solutions.
About the job
Responsibilities
- Own and build the insurance vertical across carriers, MGAs, program administrators, and insurtech platforms.
- Define ideal customer profiles and create a repeatable sales motion in an emerging market.
- Leverage insurance relationships to accelerate pipeline and shorten deal cycles.
- Own the full sales lifecycle, from cold outreach through complex enterprise close.
- Educate the market on Checkr Trust’s value for underwriting, loss prevention, and claims risk.
- Navigate buying processes involving underwriting, compliance, legal, and executive stakeholders.
- Experiment with AI to improve sales efficiency.
- Partner with product, legal, operations, and leadership to shape the insurance go-to-market strategy.
- Meet ambitious revenue targets.
Requirements
- 5–7+ years of full-cycle, quota-carrying sales experience; hunting experience required.
- Deep knowledge 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.
- Proven record of exceeding targets in ambiguous or resource-constrained environments.
- Examples of projects created using advanced AI tactics.
- Resilience, discipline, competitiveness, collaboration, and strong execution.
Compensation and Benefits
- On-target earnings or base salary: $298,642–$351,343 USD, depending on location.
- Competitive cash and equity compensation.
- Learning and development allowance.
- Medical, dental, and vision coverage.
- Up to $25,000 reimbursement for fertility, adoption, and parental planning services.
- Flexible paid time off.
- Monthly wellness stipend.
Skills
Enterprise Sales, Insurance, Pipeline Generation, Quota Carrying, Complex Sales, Underwriting, Risk Management, AI, CRM, Cold Outreach
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