Director of Health Systems Sales

Assort Health

• $130K — $180K *
Healthcare
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 6+ years of B2B SaaS sales experience, with 3+ years in a sales leadership role.
  • Experience scaling sales teams at Series A-C stage startups.
  • Proven success in healthcare technology or related sectors (EHRs, patient engagement, digital health).
  • Track record of meeting or exceeding revenue targets in fast-paced environments.
  • Experience selling into health systems.
  • Strong communication, leadership, and relationship-building skills.
  • Data-driven approach to sales strategy and forecasting.

Responsibilities

  • Own pipeline growth and revenue targets across assigned markets.
  • Lead and mentor the sales team through coaching and development.
  • Develop and optimize sales playbooks and processes for scalability.
  • Collaborate cross-functionally with Marketing, Customer Success, and Product.
  • Represent the company at industry events and meetings.
  • Partner with executives to influence pricing and market strategy.
  • Track and report key sales metrics for team performance.
  • Manage ambiguity and create order for your team.

Benefits

  • Competitive Compensation including salary and stock options.
  • Annual budget for professional development.
  • Office Setup Stipend for a productive workspace.
  • Top-tier health coverage (medical, dental, and vision).
  • Flexible PTO policy for work-life balance.
  • Meals, snacks, and wellness initiatives to promote health.
  • Fitness Stipend for monthly gym membership reimbursement.
  • Commuter Benefits to support transportation costs.
  • 401(k) for retirement savings.
Full Job Description
About the Role

We're looking for a Director of Health Systems Sales to lead and grow our go-to-market efforts across health systems, clinics, and digital health partners. As an early member of the GTM leadership team, you'll play a critical role in shaping our sales motion, refining playbooks, and driving new business as we scale to the next stage of growth.

You'll manage a team of Account Executives. The ideal candidate combines sales leadership experience and a deep passion for AI-driven innovation in patient engagement.

We value clarity, accountability, and execution. If you're energized by impact and thrive in fast-paced, mission-driven teams, join us.

What you'll do:
  • Own pipeline growth and revenue targets across assigned territories or verticals.
  • Lead and mentor the sales team, providing coaching on discovery, objection handling, and closing strategies.
  • Develop and optimize sales playbooks, processes, and enablement tools for scalable growth.
  • Partner cross-functionally with Marketing, Customer Success, and Product to ensure strong alignment across the GTM funnel.
  • Represent Assort Health externally at conferences, webinars, and customer meetings.
  • Collaborate with the executive team on pricing, positioning, and market expansion strategy.
  • Track and report key metrics, including conversion rates, pipeline velocity, and ARR attainment.
  • Handle ambiguity and turn order into chaos for the benefit of your team.
  • Willingness and ability to travel up to 25% of the time


What You'll Bring:
  • 6+ years of experience in B2B SaaS sales, with at least 3+ years in a sales leadership or management role.
  • Experience scaling sales teams at Series A-C stage startups.
  • Proven success in healthcare technology or a closely related field (EHRs, patient engagement, or digital health).
  • Track record of meeting or exceeding team revenue targets in fast-paced environments.
  • Selling into health systems
  • Excellent communication, leadership, and relationship-building skills.
  • Data-driven approach to sales strategy and forecasting.
  • Comfortability with CRM tools and sales analytics platforms.


Nice to Have:
  • Strong understanding of the healthcare buyer journey.
  • Familiarity with AI-driven SaaS or conversational AI products.
  • Strong network within healthcare provider, payer, or health tech ecosystems.


Benefits & Perks for Assorties
  • Competitive Compensation - Including salary and employee stock options so you share in our success.
  • Lifelong Learning - Annual budget for professional development, plus training opportunities to help you grow.
  • Office Setup Stipend - We'll outfit your in-office workspace so comfy as it's productive.
  • Top-Tier Health Coverage - Medical, dental, and vision insurance, because your health comes first.
  • Flexible PTO - We trust you to take the time you need to recharge and come back ready to crush it.
  • 🥗 Meals & Snacks - Lunch, dinner, and snack breaks that fuel great ideas.
  • Fitness Stipend - Your wellness matters. We reimburse monthly membership costs to support your health.
  • 🚆 Commuter Benefits - We cover eligible transportation costs to make your trip to work easier.
  • 401(k) - Build your retirement savings.

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