Senior Director, Enterprise Sales

About Midi Health:

Midi Health is transforming care for women in midlife. We’re building a modern, virtual care platform delivering expert, insurance-covered care nationwide — and we’re scaling quickly.

As we continue to grow, we’re expanding our commercial team with experienced builders eager to shape the future of healthcare while driving meaningful business impact.

The Opportunity:

We’re seeking a Senior Director, Enterprise Sales with a true hunter mentality to drive new business and revenue growth through a consultative, enterprise sales process.

You will own a national territory and develop strategic plans to identify, engage, and close enterprise customers aligned with our Ideal Customer Profile (ICP). This role reports directly to the Chief Commercial Officer and partners cross-functionally with internal stakeholders while navigating a complex healthcare ecosystem.

This is a highly visible, high-impact role for someone who combines strategic thinking with relentless execution.

What You’ll Do:

Lead Enterprise Growth

• Own end-to-end sales efforts to target, engage, and close strategic enterprise accounts
• Develop and execute territory strategies aligned to revenue goals and ICP
• Drive consultative sales conversations that translate customer needs into long-term partnerships

Build Executive Relationships

• Secure meetings through creativity, persistence, and strategic outreach
• Use both top-down (C-suite) and bottom-up (Director+) approaches to build internal champions
• Clearly articulate Midi Health’s differentiated value proposition to maximize deal value

Navigate the Ecosystem

• Understand and orchestrate the broader healthcare ecosystem, including payers, employers, brokers, and key influencers
• Partner cross-functionally to refine and scale enterprise sales playbooks

Operate with Discipline & Urgency

• Forecast pipeline and maintain strong deal hygiene
• Manage opportunities with detail-oriented follow-through
• Operate with urgency and accountability in a fast-paced environment

What You’ll Need to Succeed:

• 10+ years of enterprise healthcare sales experience
• Proven success selling into complex enterprise environments
• Deep industry relationships and a strong professional network including not just employers but also brokers and payors.
• Consistent track record of hitting or exceeding quota
• Experience building go-to-market motion from early traction to scale
• Strong organizational and pipeline management skills (HubSpot experience preferred)
• Excellent project management skills and ability to coordinate multiple stakeholders

Who You Are:

• Entrepreneurial, self-driven, and outcomes-focused
• Comfortable working autonomously while building executive relationships
• Exceptional communicator and relationship builder
• Resilient and adaptable in fast-growing, evolving environments
• Curious and energized by innovation in healthcare
• Startup DNA — scrappy, resourceful, and proactive
• Collaborative and excited to work cross-functionally across departments

Why Midi:

• Mission-driven company transforming women’s healthcare
• Opportunity to build and scale a new category in healthcare
• High-growth environment with strong leadership and real impact