Demo

Vice President of Sales

CirrusMD
Minneapolis, MN Full Time
POSTED ON 4/14/2026
AVAILABLE BEFORE 5/8/2026

CirrusMD is redefining virtual care by delivering a physician-first care and guidance solution that meets patients where they are at their moment of need. Our text-based (or web) app connects patients with licensed physicians in under a minute, allowing them to engage in care at their own pace and convenience. Available 24/7/365, CirrusMD’s integrated care spans multiple specialties—from acute and chronic care to behavioral health. Our platform serves 10 million users across all 50 states and is offered exclusively through employers and health plans. Learn more at cirrusmd.com.



We are seeking a high-performing Enterprise Vice President of Sales Executive with a true hunter mentality to drive new business growth in the virtual care and telehealth space. This role focuses on identifying, developing, and closing large, complex enterprise opportunities by taking a consultative, discovery-led approach with senior stakeholders across client organizations.

This is not a transactional sales role. Success requires relationship building, deep needs assessment, and the ability to guide buyers through long, multi-stakeholder decision cycles.


Key Responsibilities

  • Own the full enterprise sales cycle from prospecting and discovery through close and implementation handoff
  • Proactively identify and pursue large, strategic opportunities within target accounts
  • Lead comprehensive discovery conversations to uncover business, operational, and healthcare experience gaps
  • Position virtual care solutions as strategic enablers, not “check-the-box” benefits
  • Engage and influence a broad set of stakeholders, including:
  • HR & Benefits leaders
  • Executive leadership
  • Operations and healthcare decision-makers
  • Customize sales strategies based on each client’s organizational structure, priorities, and readiness
  • Travel to client sites as needed and leverage in-person meetings to advance and close deals
  • Navigate budget approval processes and guide clients through internal alignment
  • Collaborate closely with internal partners (Product, Implementation, Project Management)
  • Continuously test, measure, and refine sales approaches based on what is working in the market
  • Share insights and feedback on trends, objections, and competitive positioning


What Success Looks Like

  • Consistently closing large, complex enterprise deals
  • Building trusted-advisor relationships with senior decision-makers
  • Moving beyond surface-level needs to uncover deep organizational challenges
  • Driving adoption of virtual care solutions across entire client systems
  • Demonstrating flexibility, creativity, and persistence throughout the buying journey


Required Qualifications

  • Proven experience in enterprise B2B sales, ideally in healthcare, benefits, SaaS, or technology
  • Strong hunter mindset with a track record of net-new logo acquisition
  • Expertise in consultative and discovery-based selling
  • Ability to ask tough, strategic questions and manage complex objections
  • Experience selling into HR, Benefits, or healthcare-related stakeholders preferred
  • Comfort navigating long sales cycles with multiple decision-makers
  • Willingness and ability to travel as needed
  • Strong communication, presentation, and relationship-management skills


Preferred Experience

  • Experience selling virtual care, telehealth, or healthcare technology solutions
  • Familiarity with enterprise procurement and budget approval processes
  • Background working in test-and-learn sales environments (“test, measure, tweak”)


Why Join Us

  • Opportunity to sell a solution that meaningfully improves healthcare experiences
  • High-visibility enterprise role with strong leadership partnership
  • Collaborative environment with weekly alignment and feedback
  • Ability to influence go-to-market strategy and sales innovation
  • Strong internal support, training, and tools to enable success

Salary.com Estimation for Vice President of Sales in Minneapolis, MN
$206,995 to $284,281
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