Head of Sales

About Us
👏 Team from OpenAI, DeepMind, NASA, GoogleX, Tesla, and 2 physicians: 6 exits, 2 IPOs.
🔥 Our model outperforms Claude, Gemini, and GPT-4.5 on clinical benchmarks.
📈 400+ healthcare orgs signed in 16 months.
⚡️ $25M raised from YC, Amity Ventures, Sequoia scouts, and more.
🌎 $1T+ market opportunity. We’re going after all of it.

About the Role
We’re hiring a Head of Sales to own Sully.ai’s go-to-market strategy and execution. From zero to scale, you’ll architect and lead the GTM engine that brings real AI to frontline care. You will define how thousands of providers deploy and trust medical agents that actually deliver, driving meaningful business impact and making Sully the gold standard for AI in healthcare.

Key Responsibilities

• Build and lead Sully’s go-to-market engine from scratch
• Own the full sales cycle, from cold outbound to closed-won deals
• Drive and systematize predictable, repeatable revenue growth
• Lead complex enterprise negotiations with high stakes and long sales cycles
• Increase demo conversion through tighter storytelling and faster feedback loops
• Hire, train, and scale a high-performing sales team

Hard Requirements

• 5+ years of startup or founder experience building sales functions from scratch
• Proven track record scaling revenue from $0–$10M+ ARR in 12 months or less
• Strong ability to operate independently in ambiguity and execute decisively
• Self-driven, highly motivated, and relentless in pursuit of outcomes
• Experience selling AI, healthcare, or high-complexity SaaS products
• Background in enterprise sales with long-cycle, technical customers
• Exposure to regulated or mission-critical industries
• Audit Sully’s existing pipeline, sales process, and messaging
• Define the foundational GTM playbook and initial success metrics
• Establish top-of-funnel pipeline through outbound prospecting and early customer meetings
• Success OKRs (90 Days)
• Self-driven, highly motivated, and relentless in pursuit of outcomes
• Experience selling AI, healthcare, or high-complexity SaaS products
• Background in enterprise sales with long-cycle, technical customers
• Exposure to regulated or mission-critical industries
• Audit Sully’s existing pipeline, sales process, and messaging
• Define the foundational GTM playbook and initial success metrics
• Establish top-of-funnel pipeline through outbound prospecting and early customer meetings
• Success OKRs (90 Days)

Nice-To-Have

First-Month Focus

• Deliver first closed-won enterprise deals with measurable ARR impact
• Establish a repeatable playbook for outbound → demo → closed-won conversion
• Build the foundation of a high-performing sales team and onboarding program

Culture Fit

• Persistent, driven problem solver
• Willing to push back on leadership to defend quality/timelines
• Thrives in high-ambiguity, fast-paced startup environments
• Why Join Sully.ai?
• 🔥 Shape the Future of Healthcare: Build category-defining partnerships that enable doctors to focus on saving lives.
• 📈 Early-Stage Impact: Join early and play a critical role in shaping our partnership roadmap and overall company growth.
• 🌎 Remote-First Culture: Work with a talented, mission-driven team in a flexible, remote environment.
• 💰 Competitive Compensation: Enjoy a competitive salary, equity, and the opportunity to make a real difference.
• 🏆 Solve Scalability Challenges: Tackle complex challenges in a rapidly growing company, driving impactful change in healthcare.

Sully.ai is an equal opportunity employer. In addition to EEO being the law, it is a policy that is fully consistent with our principles. All qualified applicants will receive consideration for employment without regard to status as a protected veteran or a qualified individual with a disability, or other protected status such as race, religion, color, national origin, sex, sexual orientation, gender identity, genetic information, pregnancy or age. Sully.ai prohibits any form of workplace harassment.