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We asked ourselves — what if better care didn’t cost more? That’s why we built Vitable: a health benefits platform making healthcare better for employers of everyday workers. We bring accessible, high-quality care to over 85 million uninsured and underinsured Americans, with benefits designed around real people. Vitable helps businesses offer healthcare that actually works. It’s simple to use, valuable for employees, and cost-effective for employers. We’re growing quickly and looking for people who are motivated by change and care about improving healthcare for the everyday worker. The Role This is not a traditional Account Executive role. You’ll operate across two motions: building a broker-driven channel and closing enterprise healthcare deals with larger employers. The sales cycles are longer, the buyers are more complex, and the expectations are higher than a typical SMB motion. This is a build role. You won’t inherit a playbook—you’ll help create it. What You’ll Do Build relationships with employee benefit brokers and turn them into a consistent source of referrals. Partner with them to position Vitable with their clients and drive repeat business. Prospect into larger healthcare and home care organizations, engage senior stakeholders, and run multi-step sales cycles. Navigate benefits conversations, compliance considerations, and financial tradeoffs. Own your pipeline end to end. Generate opportunities, run discovery, move deals forward, and close. Create structure where it doesn’t yet exist. What We’re Looking For 5+ years experience running consultative, multi-stakeholder sales cycles. Experience selling through partners, brokers, or channels—not just direct sales. Background in benefits, HR tech, healthcare, or a related space. Comfort working in a startup or high-growth environment without much structure. Strong outbound skills with a clear, repeatable approach. Nice to have: experience in healthcare services or home care, familiarity with ICHRA or ACA, or existing broker or industry relationships. What Success Looks Like In the first few months, you ramp quickly, build pipeline across brokers and enterprise accounts, and start running deals independently. Over time, you create a repeatable pipeline engine, close meaningful revenue, and help define how this role scales. Benefits and Perks 100% Silver Plan + full medical coverage Dental and vision coverage 401(k) and life insurance Access to Vitable’s primary care membership Unlimited PTO Remote-first culture with a supportive team MacBook and any other gear you need Mentorship opportunities through First Round Capital Home office setup stipend Competitive equity package Who Thrives Here You care about people, purpose, and doing work that matters. You see broken systems and want to fix them. You move quickly but think things through. You don’t just get things done—you focus on the right things. You’re comfortable with autonomy and ownership, but you also collaborate well and know when to bring others in. You’re motivated by impact, take initiative, and are willing to figure things out without being handed a playbook. We’re a team that values accountability, empathy, and momentum. No egos, no politics—just people focused on doing meaningful work well.
51-200 employees