Now Hiring - Cooper Health AI Inc - Professional Services Account Executive in San Francisco, CA

Full description of the position

About Cooper Cooper AI is building AI for commercial insurance, taking the manual, time- consuming work off professionals' plates so they can focus on what actually matters: serving clients and growing their business. Cooper works directly inside the tools teams already use, turning these workflows into fast, automated experiences that save hours every week and unlock meaningful efficiency gains. Born as a spinout of Nirvana (a $1.5B Series D insurtech company) and backed by Lightspeed, General Catalyst, and Valor, Cooper AI is building from the ground up to modernize a $1T+ global insurance industry. A New Business Line, Built From the Ground Up This role is different by design. We're launching a new, independent business unit focused on building an AI-powered platform that redefines how businesses operate. The goal: automate the operational workflows that slow motor carriers and brokers down, and replace them with real-time intelligence that helps teams run faster, safer, and smarter. Why this role matters This is a founding sales role with real ownership. As a Founding Account Executive, you'll help define how a new business line goes to market--shaping our value proposition, refining our sales motion, and closing the first wave of customers who will define our growth. Your work will directly influence revenue, product direction, and how we tell our story to the market. About the Role You'll join a small, high-velocity founding team and work onsite at our San Francisco headquarters. Reporting to the General Manager, you'll own the full sales cycle--from prospecting and discovery through demo, close, and early customer feedback. This is a hands-on role for someone who wants to sell, build, and learn quickly in an environment with high impact and high trust. What You 'll Do * Own the end-to-end sales cycle, including outbound prospecting, discovery, product demos, negotiation, and close * Demo Cooper's software to prospective customers and clearly communicate the value of our AI-driven insurance platform * Close new business and consistently hit or exceed revenue targets * Partner closely with a SDR to strategize prospecting strategy and build pipeline effectively * Partner closely with Product, Engineering, and Leadership to refine messaging, pricing, and positioning * Help build and iterate on our go-to-market strategy as we take new software products to market * Capture customer feedback and translate real-world objections into insights that shape product and sales strategy * Represent Cooper with professionalism and curiosity as one of the first faces of our Sales organization What You Bring Must-Haves * 2-5 years of closing experience in a sales role, ideally in software or technology * Demonstrated track record of success against quota or measurable sales goals * Experience running product demos and managing a structured sales process * Strong communication skills and the ability to explain complex ideas clearly * Comfort working in a fast-moving, ambiguous startup environment where you help define the playbook Nice-to-Haves * Experience selling into insurance, logistics, transportation, or adjacent industries * Exposure to early-stage or founding sales roles * Interest in data-driven products, AI, or infrastructure-heavy software * Benefits: * Competitive salary * Medical, dental & vision insurance * 401k with company match * Flexible PTO * Company-sponsored lunch 3x per week * Company offsite, happy hours, and team-building events We set our salary ranges using compensation data from companies similar to our stage and size. For this role, the estimated on target earnings (OTE) for this position is $150,000 - $250,000.. The actual base salary will vary depending on multiple factors unique to each candidate, including location, job-related knowledge, transferable skills, work experience and our assessment of your level during the interview process. Cooper offers equity for all full- time employees, which is not included in the range listed above and will have an impact on your overall compensation. Cooper offers a wide range of best-in-class, comprehensive benefits including 100% employer paid healthcare plans, an up to 4% 401k match program, paid time off, parental leave, wellness reimbursement, work-from-home stipend and more. Cooper is committed to building a diverse and inclusive workforce. If you 're interested in this role, but do not meet 100% of the qualifications listed above, we encourage you to apply. We'd like to consider you for this position and roles that may be a fit in the future. Cooper is an Equal Opportunity Employer and considers applicants for employment without regard to race, color, religion, sex, orientation, national origin, age, disability, genetics or any other basis forbidden under federal, state, or local law. Cooper considers all qualified applicants in accordance with the San Francisco Fair Chance Ordinance.