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Vice President of Sales

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: CirrusMD
Full Time position
Listed on 2026-03-15
Job specializations:
  • Business
    Business Development, Business Management
Salary/Wage Range or Industry Benchmark: 100000 - 125000 USD Yearly USD 100000.00 125000.00 YEAR
Job Description & How to Apply Below

Cirrus

MD 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, Cirrus

MD’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

Position Overview

We seek a Vice President, Sales, to drive our employer strategy, selling Cirrus

MD’s Virtual Care solution directly to employers or through their benefits consultants or brokers. This role involves cultivating relationships with corporate benefits teams and executives, as well as influencers, at leading national and regional firms. Ideal candidates are entrepreneurial, strategic, and possess a proven track record of selling to employers in a complex environment.

Key Responsibilities
  • Develop and execute an employer strategy and territory plan.
  • Identify, segment, and build new business opportunities with employers, brokers, and consultants.
  • Build and maintain relationships with senior benefits executives to effectively position Cirrus

    MD’s value proposition.
  • Negotiate contracts with senior management.
  • Demonstrate expertise in positioning and selling high-value solutions across various pricing models.
  • Work independently and collaboratively as part of a professional team.
  • Understand clients’ business objectives and share insights with the Cirrus

    MD team.
  • Maintain a deep understanding of Cirrus

    MD’s solution, including implementation and intended client use.
  • Provide market feedback to product and marketing teams to guide future development.
  • Stay informed on industry trends, value-based healthcare transformation, and competitors.
  • Partner with sales operations and account management to align with departmental and company strategies.
Qualifications
  • 5+ years of successful sales experience selling digital health programs to employers (direct/brokers/consultants).
  • In-depth knowledge of the changing sales environment and related regulatory and legislative requirements.
  • Experience in an entrepreneurial setting with a focus on employer sales.
  • Proven ability to position solutions and tailor messaging to meet prospect needs.
  • Demonstrated success in consultative solution sales within healthcare, with a track record of achieving at least $1M in ARR.
  • Strong ability to communicate and influence at the C-level.
  • Proficiency with
  • Ability to leverage industry contacts to generate warm sales leads.
  • Experience conducting boardroom presentations, facilitating group discussions, and delivering engaging product demonstrations.
  • Excellent interpersonal, written, and verbal communication skills, with strong problem-solving and presentation abilities.
  • Willingness to travel domestically up to 50%.

Join a company that is making a lasting impact on healthcare! Cirrus

MD has been named a top workplace by the Denver Post and is working to improve healthcare. We offer:

  • Stock options and equity incentives.
  • Company-funded and deeply subsidized benefits for employees and their families, starting on day 1.
  • Unlimited PTO/vacation program.
  • 401(K) with matching.
  • Paid maternity and paternity leave.
  • Remote-friendly work environment.
  • Opportunities for growth and professional development.
  • A collaborative and diverse culture with regular social events.
  • Free, unlimited access to our chat-based platform.

Cirrus

MD is an equal-opportunity employer that values diversity and inclusion. We strive to create a workplace that celebrates varied perspectives and backgrounds, including race, ethnicity, social background, religion, gender, age, disability, sexual orientation, veteran status, and national origin.

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