Title: Account Executive

Location: New York City, Los Angeles, or San Francisco (hybrid) or Remote

Reports To: CRO

About the Company

Healthcare reimbursement is broken—too complex, too opaque, and too often unfair to the providers delivering care and the patients receiving it.

Pivotal Health exists to fix that.

We build technology that helps hospital-based providers get paid fairly for the care they provide, while protecting patients from surprise medical bills. Our platform guides providers through the highly complex No Surprises Act dispute process, turning what was once manual, risky, and inconsistent into a structured, data-driven workflow. With a rapidly growing customer base, strong revenue momentum, and a mission rooted in fairness and transparency, Pivotal is helping modernize one of healthcare’s most critical—and overlooked—systems.

About the Role

Pivotal Health is looking for a full-cycle Account Executive to join our early team and help shape the future of our go-to-market engine. This is not a “cog-in-the-machine” sales role — this is a rare opportunity to join a company that’s early enough for outsized impact but established enough to have validated product-market fit and real customer traction.

If you’re the type who thrives in fast-moving environments, loves building while selling, and gets energized by owning a number end-to-end, you’re going to feel at home here. You’ll have the autonomy to run your business, the support of a founder-led GTM organization, and uncapped earnings potential in one of the highest-leverage roles in the company.

We want sellers who are tenacious, creative, proactive, and hungry to win — not just close deals, but influence playbooks, messaging, and the growth trajectory of the entire business.

What You’ll Do

• Own the full sales cycle: prospect, pitch, demo, negotiate, and close new business with speed and precision.
• Build pipeline proactively through outbound, referrals, events, and anything else you know drives results. No waiting for leads here.
• Craft compelling narratives that speak directly to customer pain and clearly articulate product value and ROI.
• Partner closely with leadership to shape sales strategy, messaging, pricing, and market positioning.
• Help define our go-to-market playbook, bringing creativity and data-driven insights to how we scale revenue.
• Collaborate with Product and Marketing to relay customer insights, refine the roadmap, and inform demand-gen efforts.
• Represent the brand with confidence and clarity, becoming a trusted advisor and relationship-builder with prospects and partners.
• Consistently hit revenue targets while maintaining a ruthless focus on execution and continuous improvement.

What We’re Looking For

• 3+ years of B2B software sales experience, consistently carrying a quota or revenue target.
• Experience with a CRM tool (Hubspot, Salesforce, etc.)
• Thrives in ambiguity: comfortable operating in an early-stage environment where the playbook is being built as you go.
• Gritty, hungry, and tenacious: you take initiative, push past obstacles, and keep momentum when things get messy.
• Experience selling into healthcare providers, payers, or highly related industries.
• Extra Credit:
• Background in early-stage startups or high-growth environments where structure was being built on the fly.
• Experience creating or contributing to sales enablement materials and processes.

Why Join Pivotal?

• High impact: Own your deals, shape processes, and see the direct effect of your work on revenue and growth.
• Early-stage energy: Join a team where structure is being built as we scale. Your ideas and initiative will define how we operate.
• Autonomy & ownership: Manage inbound leads while hunting new business; drive results your way.
• Collaborative culture: Work closely with the CRO, leadership, and cross-functional teams to build repeatable sales processes.
• Growth & upside: Competitive compensation with potential to grow with the company and influence the go-to-market strategy.
• Be part of a mission-driven company building technology that makes a real difference in healthcare.

#Perks

• Compensation: $100k - $160k base / $200k - $320k OTE + early stage equity
• Full medical, dental, and vision insurance coverage
• 401k
• Office with casual vibes in LA and Manhattan (Little Italy)
• Flexible PTO policy
• Periodic in-person team gatherings and offsites, bringing together teammates from across the company to connect, collaborate, and celebrate.

Note: Unfortunately we are unable to sponsor visas at this time