Reports to: Chief Executive Officer

Essential Functions

The Head of Marketing & Sales will help lay the foundation for national step-change growth. This person will lead marketing data-driven marketing efforts to drive customer growth across various customer profiles. They will lead the creation of high-impact digital marketing strategies to drive brand awareness, in-bound inquiries, and revenue growth. They will also lead the development of a content marketing strategy from the ground up. The Head of Marketing & Sales will also support other strategic initiatives of the company.


  • Works with the leadership team to develop a comprehensive business development strategy

  • Designs and executes the content marketing strategy to drive in-bound traffic

  • Leads a team of account executives and sales development associates

  • Builds relationships and sells consultatively to drive buying decisions of VP, Director, and C-Level executives at healthcare provider and payer organizations

  • Conduct meetings with potential prospects, including demonstrating product capabilities and presenting accurate and compelling sales information

  • Complete all sales meeting preparation and follow-up in an effective and timely manner

  • Consistently meet or exceed the quarterly and annual sales quotas

  • Demonstrate comprehensive knowledge of relevant healthcare trends, priorities, and challenges, in addition to how Pear Suite aligns and supports these opportunities 

  • Develop relationships with existing referral partners as well as generate new referral partnerships to support growth goals

  • Attend in-person and virtual events to present product capabilities, increase company awareness, and convert leads into prospects

  • Manage, track, and report on all sales activities and results


  • 5+ years of relevant B2B healthcare sales experience, ideally including experience in a leadership role.

  • Exceptional attention to detail, with a strong focus on maintaining high quality up to date data and notes on all interactions.

  • Excellent communication skills; comfortable communicating by email, video conference, and phone

  • Comfortable with customer relationship management (CRM) systems (i.e. Salesforce, Hubspot,, etc.)

  • Ability to develop strong professional relationships to increase partnerships and referrals

  • Must be independent, self-motivated, and success-driven

  • Highly organized and detail-oriented


  • Exciting opportunity to be part of a high-growth startup 

  • Health, dental, and vision insurance

  • Tuition reimbursement

  • Flexible schedule