Enterprise Account Executive - Bestow

About Bestow

Life insurance is one of the world's most important products. It's also one of the hardest to build, distribute, and modernize. Bestow exists to change that. Bestow is a leading vertical technology platform serving some of the largest and most innovative life insurers. Our platform unifies the fragmented, legacy value chain, enabling carriers to launch products in weeks instead of years. Carriers choose us to scale and operate at unprecedented speed, powered by AI and automation.

About the Team

The Bestow Revenue team is on a mission to transform the life insurance industry by providing carriers with the technology platform to innovate and improve their products and distribution. Our end-to-end Enterprise SaaS platform lets carriers stand up customized life insurance products, deliver modern experiences to customers and advisors, and grow through continuous testing and iteration.

This role is an individual contributor Account Executive on the enterprise sales team, reporting to the VP of Sales. Remote candidates across the US are welcome, or you can work hybrid from our Dallas, TX headquarters.

What You'll Do

Bestow is looking for an Account Executive to drive new business with life insurance carriers in the following ways:

• Own the full sales cycle for net-new and expansion opportunities with life insurance carriers, from prospecting and discovery through close.
• Prospect and qualify pipeline with carrier business leaders across distribution, product, and technology functions.
• Run discovery and position Bestow through value-based selling, business case development, ROI framing, customer references, and industry insight.
• Deliver tailored demos and presentations and coordinate Sales Engineering and internal resources on complex opportunities.
• Maintain accurate pipeline and forecasting in Salesforce and partner cross-functionally with Sales Engineering, Customer Success, Marketing, and Product.
• Meet or exceed individual quota for new logo and expansion revenue.
• Stay current on carrier priorities and the competitive landscape in life insurance and insurtech.

Who You Are

• Quota-carrying enterprise seller: You bring 3–5+ years of quota-carrying sales experience in enterprise SaaS, insurtech, or technology sold into insurance carriers.
• Insurance-experienced: Insurance industry experience is REQUIRED —life insurance ideal; property and casualty (P&C) also relevant.
• A hunter: You have a proven track record of building net-new relationships and closing new logo business—not account management only.
• Multi-stakeholder fluent: You've navigated complex B2B sales with multiple decision-makers across business and IT.
• Value-oriented: You sell business outcomes and ROI to senior stakeholders—not just product features.
• Disciplined operator: You manage pipeline and forecast accurately and stay effective through long enterprise sales cycles common in insurance.
• Self-directed: You take initiative, handle ambiguity, and bias toward action. Bachelor's degree or equivalent experience required.

Total Rewards

• Competitive salary and equity based on role
• Flexible paid time off and parental leave programs
• 100% paid-premium option for medical, dental, and vision insurance
• Lifestyle stipend to support your physical, emotional, and financial wellbeing
• Flexible work-from-home policy with remote options or office space in Dallas, TX