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, more funding — and more accountability — is 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 with high autonomy. You’ll work directly with the Head of Partnerships and play a meaningful role in shaping Pear Suite’s go-to-market strategy, territory approach, and sales and partnerships playbook.

What you'll do

Build pipeline

• Prospect into target accounts you help define and prioritize based on market signal, policy shifts, and buyer readiness.
• Run personalized, multichannel outreach (email, phone, LinkedIn, events) grounded in account-level research
• Develop outbound strategies to identify where state policy, funding pressures, and organizational need create real buying windows.

Run discovery

• Lead structured discovery calls, surface pain points, priorities, workflows, and decision chains
• 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 and specificity.

Close and transition

• Own proposals, pricing, and deal terms independently — from scoping through contract.
• Keep HubSpot accurate and forecastable — stage movement, notes, and next steps.
• Hand off closed accounts cleanly to implementation and customer success.

Shape territory, strategy, and team

• Prioritize target accounts and sub-segments across your territory using market signal and policy intelligence.
• Bring buyer signal, market feedback, and product gaps back to leadership and product.
• Contribute to the development of outbound playbooks, talk tracks, and sales collateral.
• Support onboarding and development of team members through deal reviews and shared best practices
• Represent Pear Suite at industry events aligned to priority accounts and active deals.

• Travel: up to 30%, tied to priority meetings, conferences, and market development that advance pipeline and active deals. Expenses reimbursed.

What You Bring

The Senior AEs who succeed at Pear Suite operate with high independence. They build their own pipeline, run strong discovery, manage complex deal cycles without heavy oversight, and adapt quickly as the product and market evolve. They bring a point of view to every buyer conversation, create commercial momentum, and make the team around them better.

Required

• 6+ years of full-cycle sales experience in a quota-carrying role.
• 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.
• Experience navigating complex or multi-stakeholder sales cycles: formal procurement, consultant-led evaluations, RFP/RFI processes, or enterprise deal motions.

Preferred — 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 selling workflow software, case management software, healthcare SaaS, or adjacent operational systems.
• Track record of closing deals at $100K+ ARR.

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
• Forecast accuracy and CRM hygiene
• Deal velocity and independence.

How We’ll Evaluate You

Our interview process is designed to reflect the real work of the role. You'll complete a live exercise that evaluates how you research and prioritize accounts, build a tailored narrative, connect buyer pain to product value, and drive a clear next step.

Benefits and Perks

• A mission driven culture that values innovation, collaboration and growth
• Equity: participation in an early-stage company
• Fully Remote
• Unlimited PTO
• Comprehensive Health, dental, and vision insurance
• Health and Wellness Stipend
• Tech Stipend
• Co-working Stipend
• Education and professional development allowance ($1,500 annually)
• Home office setup stipend

Compensation

• Base salary: $100,000 – $120,000, based on experience and regional market factors.
• Ramp OTE:  $160,000 – $185,000.
• Steady-State OTE: $200,000 - $230,000
• Variable compensation: performance-based, tied to closed revenue outcomes

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.