The Role

As our Head of Sales, you will drive revenue growth by building and executing a scalable sales strategy that expands our market presence and accelerates customer acquisition. You’ll lead a high-performing sales team, working closely with our founders and cross-functional teams to secure partnerships and close deals that fuel our mission. This role is designed for an entrepreneurial leader with a deep understanding of startup sales dynamics and a passion for healthcare innovation.

What You’ll Do

Develop & Execute Sales Strategy: Craft and implement a comprehensive sales roadmap that aligns with Sully.ai’s business objectives and growth targets.
Build & Lead the Sales Team: Recruit, mentor, and manage a high-performing sales team, fostering a culture of accountability, innovation, and continuous improvement.
Drive Customer Acquisition: Identify and pursue high-value sales opportunities across healthcare providers, EHR vendors, technology partners, and insurance companies.
Manage the Sales Pipeline: Oversee the full sales cycle—from lead generation to deal closure—ensuring a robust pipeline and predictable revenue growth.
Cross-Functional Collaboration: Collaborate with Marketing, Product, and Customer Success teams to refine our value proposition, optimize the sales process, and support customer retention.
Negotiate & Close Deals: Lead complex negotiations and structure win-win deals that drive significant business value.
Market Representation: Represent Sully.ai at industry events, conferences, and client meetings to enhance brand visibility and cultivate strategic relationships.

Who You Are

This is a high-ownership leadership role for someone who thrives in the fast-paced startup environment and has a proven track record in scaling revenue.

🚀 Must-Have Experience
✅ Startup & SaaS Expertise: You’ve been a Founder, Co-Founder, or a senior sales leader at a startup (In a sub-10 or sub-20 person team).
✅ Sales Leadership: A demonstrated history of building and scaling sales teams, driving revenue growth, and exceeding sales targets.
✅ Customer-Centric Approach: Proven experience managing the entire sales cycle with a focus on creating value and building long-term customer relationships.
✅ Strategic Negotiator: Skilled at negotiating complex deals and structuring agreements that generate mutual benefit.
✅ Data-Driven Decision Maker: Proficient in using CRM systems and sales analytics to measure performance and optimize the sales process.

💡 Bonus Points If You...

Have direct experience in the high growth ARR startups or AI sectors.
Possess an established network within SaaS, Healthcare technology or AI industries.
Are familiar with modern sales tools and platforms (e.g. HubSpot, Gong etc.).
Have experience navigating regulatory or compliance challenges in healthcare.

Tools & Technologies You’ll Work With

CRM Platforms: HubSpot, or similar systems
Sales Analytics: Mixpanel, ChartMogul, or comparable tools
Communication & Collaboration: Slack, Zoom, and other digital collaboration platforms

Why Join Sully.ai?

🔥 Impact the Future of Healthcare: Drive revenue growth for a company that is transforming how doctors deliver care.
📈 Early-Stage Ownership: Join as an early leader and shape the sales strategy and culture from the ground up.
🌍 Remote-First Culture: Collaborate with a diverse, high-impact team in a flexible, remote work environment.
💰 Competitive Compensation: Enjoy a competitive salary, equity, and the chance to directly influence our success.
🏆 Solve Meaningful Challenges: Tackle complex sales challenges in a rapidly growing market, making a real difference in healthcare delivery.

Sully.ai

VP of Sales

Remote (United States)$225,000-$250,000 Base Salary (+ OTE on top)full-time

Additional questions