Enterprise Account Executive at Strada

United States

$240k - $320k

<p style="min-height:1.5em"><strong>About Strada</strong></p><p style="min-height:1.5em">Strada is building the agentic workforce for insurance operations.</p><p style="min-height:1.5em">Our agents take calls, send texts, and answer emails, then complete the work: quoting new business, servicing policies, processing claims. They connect directly into the core systems insurers already run on, which is why they finish the job instead of routing it to a human.</p><p style="min-height:1.5em">Backed by Y Combinator and top-tier investors, Strada already automates millions of customer interactions for national carriers, third-party administrators, wholesalers and brokers representing $20B+ in annual premiums.</p><p style="min-height:1.5em">It is now certain that AI in insurance operations will become a multi-billion dollar category. The question is not if, but who wins. We are already ahead in deploying AI at scale and are defining the category.</p><p style="min-height:1.5em">This is a career-defining role for someone who wants to sell into a trillion-dollar industry at an inflection point for AI adoption.</p><p style="min-height:1.5em"></p><p style="min-height:1.5em"><strong>A Day in the Life</strong></p><p style="min-height:1.5em">As an Enterprise Account Executive at Strada, you’ll own the sales process end-to-end, from discovery to close, with some of the most respected brands in the insurance space.</p><p style="min-height:1.5em">Your day will include:</p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Driving new business with Operations, Claims, and Transformation leaders at large insurance carriers, brokers, wholesalers, and TPAs.</p></li><li><p style="min-height:1.5em">Running discovery and consultative demos that uncover inefficiencies in claims handling, customer service, and quote intake.</p></li><li><p style="min-height:1.5em">Mapping complex org structures and building multi-threaded relationships with both technical and business leaders.</p></li><li><p style="min-height:1.5em">Collaborating with product and engineering to communicate customer feedback and influence roadmap priorities.</p></li><li><p style="min-height:1.5em">Managing a clean, high-velocity pipeline in HubSpot with precision forecasting.</p></li><li><p style="min-height:1.5em">Closing deals that help insurance leaders scale service, reduce costs, and delight policyholders.</p></li><li><p style="min-height:1.5em">Acting as a trusted advisor, not a vendor, guiding customers through the path from manual service to AI automation.</p></li></ul><p style="min-height:1.5em"></p><p style="min-height:1.5em"><strong>You Bring</strong></p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">5+ years of B2B enterprise sales experience, with a proven track record of exceeding quota.</p></li><li><p style="min-height:1.5em">Experience selling technical products to operations leaders, preferably in the insurance industry.</p></li><li><p style="min-height:1.5em">A strong understanding of complex sales processes with 6-figure to 7-figure ACVs.</p></li><li><p style="min-height:1.5em">A consultative approach, you listen deeply, simplify complexity, and earn trust.</p></li><li><p style="min-height:1.5em">A growth mindset, hungry to learn, iterate, and master enterprise sales.</p></li><li><p style="min-height:1.5em">Grit, resilience, and the ability to navigate long cycles and multiple stakeholders.</p></li></ul><p style="min-height:1.5em"></p><p style="min-height:1.5em"><strong>Bonus Points For</strong></p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Experience selling enterprise software to the insurance industry.</p></li><li><p style="min-height:1.5em">Founding sales team or early-stage startup experience.</p></li></ul><p style="min-height:1.5em"></p><p style="min-height:1.5em"><strong>Who You Are</strong></p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">You’re a business athlete, competitive, coachable, and relentless.</p></li><li><p style="min-height:1.5em">You thrive in ambiguity and early-stage environments.</p></li><li><p style="min-height:1.5em">You bring empathy to every conversation and always fight for the customer.</p></li><li><p style="min-height:1.5em">You believe in software that scales people, not replaces them.</p></li><li><p style="min-height:1.5em">You want to be on the ground floor of something big.</p></li></ul><p style="min-height:1.5em"></p><p style="min-height:1.5em"><strong>Our Investment in You</strong></p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Top-of-market salary and uncapped OTE</p></li><li><p style="min-height:1.5em">Meaningful equity stake with real upside.</p></li><li><p style="min-height:1.5em">Comprehensive medical, dental, and vision insurance.</p></li><li><p style="min-height:1.5em">Flexible time off and paid holidays.</p></li></ul>