Job Description

About Pear Suite

Pear Suite is an early-stage digital health company building software for community-based care. Our care navigation platform equips community health workers, doulas, care navigators, and the organizations that support them with tools to collect, visualize, and act on social determinants of health data. We help community-based organizations, health systems, and government-funded care programs deliver more coordinated, person-centered care.

Why Pear Suite?

We’re a mission-driven team committed to health equity and innovation in community-based care. You’ll thrive here if you’re eager to take initiative, value autonomy, and enjoy building structure where none exists. Join us to build scalable, human-centered technology that empowers frontline workers and improves lives across the U.S.

About the role

Community-based care is in the middle of a structural shift. Across Medicaid, managed care, and community health programs, funding and accountability are moving toward the teams closest to patients. Pear Suite is building the software layer that helps organizations operationalize that work.

We’re hiring an Account Executive to own full-cycle selling into the organizations leading this shift: CBOs, health systems, FQHCs, and county and government-funded community health programs. You’ll prospect, qualify, demo, and close your own book, working directly with the Head of Partnerships and shaping how Pear Suite shows up in the market.

What you'll do

Build pipeline

• Prospect into a defined list of target accounts you help shape.
• Run personalized, multichannel outreach (email, phone, LinkedIn, events) grounded in account-level research.
• Convert outreach into qualified first meetings.

Run discovery

• Lead structured first calls that surface buyer pain, current workflows, and how decisions get made.
• Develop a clear point of view on fit, urgency, and value early in the cycle.
• Qualify with rigor so your time goes to deals with a real path to close.

Deliver demos and narrative

• Tailor product demonstrations to the specific buyer, workflow, and use case.
• Connect Pear Suite’s capabilities to the commercial and clinical outcomes each buyer cares about.
• Field objections, trade-offs, and technical questions with confidence.

Close and transition

• Own deals from the first meeting through a signed contract.
• Drive a clear next step at every stage of the deal.
• Keep HubSpot accurate and forecastable — stage movement, notes, and next steps.
• Hand off closed accounts cleanly to implementation and customer success.

Shape territory and market feedback

• Prioritize target accounts and sub-segments across your territory.
• Bring buyer signal, market feedback, and product gaps back to leadership and product.
• Represent Pear Suite at industry events aligned to priority accounts and active deals.

Qualifications

The Account Executives who do well at Pear Suite are comfortable building their own pipeline, run strong discovery, and adapt quickly as the product and market evolve. They bring a point of view to every buyer conversation and move deals forward with clarity and pace.

Required

• 3+ years of full-cycle sales experience in a quota-carrying role.
• A strong track record across prospecting, discovery, tailored demos, and close.
• Healthcare-adjacent sales experience in care delivery, community-based services, behavioral health, population health, payer/provider workflows, case management, or other regulated service environments.
• Success in an early-stage or startup environment, self-directed under ambiguity, and effective as product and messaging evolved.
• Clear, concise commercial communication that connects workflows, pain, urgency, and next steps.
• CRM discipline and follow-through. HubSpot, Salesforce, or equivalent.

Preferred — Buyer Exposure

Experience selling into any of the following is a strong positive:

• Health systems, provider groups, or FQHCs.
• County agencies, public health departments, or other government-funded community health programs.
• Tribal health organizations.
• Medicaid, managed care, community-based care, case management, care navigation, CHW or doula programs, or CBOs.

Preferred — Deal Motion

• Experience navigating formal procurement, consultant-led evaluations, RFP/RFI processes, or multi-stakeholder enterprise sales cycles.
• Experience selling workflow software, case management software, healthcare SaaS, or adjacent operational systems.
• Experience selling into mission-driven organizations.

Preferred — Execution and AI Fluency

• Strong AI fluency in day-to-day sales execution, including account research, outbound preparation, proposal development, and follow-up, paired with good judgment to validate facts and own the final work product.

How Success is Measured

• Self-sourced pipeline generated against target, by quarter.
• Closed revenue against quota.
• Discovery and demo quality, measured through deal reviews and call recordings.
• Forecast accuracy and CRM hygiene.

How We'll Evaluate You

Our interview process is designed to reflect the real work of the role. Expect practical, hands-on stages, including:

• A written account research and prioritization exercise.
• An outbound opener and sequence exercise.
• A mock discovery call and product demo against a defined persona.
• A written post-call follow-up email.

Benefits and Perks

• A mission driven culture that values innovation, collaboration and growth
• Fully Remote
• Unlimited PTO
• Health, dental, and vision insurance
• Health and Wellness Stipend
• Tech Stipend
• Co-working Stipend

Compensation

• The base salary for this role is $77,000-$87,000 based on experience and location
• OTE potential : $130,000-$140,000+
• Equity Shares (amount varies by role)

Compensation Range Disclosure

Pear Suite posts broad salary bands to support pay transparency. The range listed above represents the full compensation band for this role.

While the full band is shown, actual offers within this band are based on a candidate's experience, skills, and internal pay equity. Only a small number of candidates, typically those with highly specialized and directly relevant experience, are placed near the top of the range. Most new hires will fall below the top of the band to allow for long-term progression and growth within the role.

Pear Suite is a fully remote organization so compensation may be adjusted upward for candidates residing in higher-cost labor markets. These geographic adjustments are not reflected in the posted range.