Head of Sales

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.