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Account Executive – Health Systems
Pair TeamAccount Executive building partnerships to improve healthcare access for underserved individuals. Managing the end-to-end sales cycle and fostering relationships with healthcare organizations.
About the role
Key responsibilities & impact- Own the end-to-end sales cycle for enterprise partnerships including prospecting, discovery, proposal development, negotiation, and close across health systems, virtual care providers, digital health platforms, medically tailored meal companies, and other social/care organizations serving overlapping Medicaid and Medicare populations
- Build trusted, multi-level relationships with executive and operational stakeholders (C-suite, Chief Population Health Officers, CMOs, VPs of Operations) at target partner organizations
- Self-source ~50% of your own pipeline through outbound outreach, referrals, conferences, and your existing network; work inbound leads sourced through executive and advisor warm introductions and marketing
- Develop an annual GTM market plan and bottoms-up revenue plan for your territory, with a near-term focus on California Medicaid growth and national Medicare pipeline development
- Contribute to building and refining sales playbooks, deal structures, and partner segmentation approaches as the team scales
- Maintain disciplined CRM hygiene in HubSpot and deliver accurate, consistent pipeline forecasting
- Surface market intelligence—partner needs, competitive dynamics, emerging trends—and bring insights back to leadership and product teams
- Represent Pair Team at relevant industry conferences and events
Requirements
What you’ll need- 3+ years of B2B sales or business development experience, with 2+ years selling into healthcare enterprises—health systems, providers, or large digital health companies
- Demonstrated ability to navigate complex, multi-stakeholder deals with long sales cycles and build relationships with VP/C-suite buyers
- Familiarity with Medicaid and/or Medicare program structures (ECM, LTSS, care management, or equivalent value-based care models)
- Comfortable self-sourcing pipeline—you don’t wait for leads to come to you
- Experience with HubSpot, Salesforce, or similar CRM; comfortable maintaining disciplined pipeline hygiene and forecasting
- Strong written and verbal communicator; able to tailor your message to clinical, operational, and executive audiences
- Highly organized, self-motivated, and thrives in a remote-first environment
- Mission-driven and passionate about improving outcomes for underserved communities
- Bonus Points for:
- An existing network within health systems, virtual care providers, or social care organizations
- Exposure to social determinants of health (SDOH)-focused organizations or care coordination platforms
- Experience selling dual-sided or channel partnership models (not just direct SaaS/services)
Benefits
Comp & perks- Competitive salary: $120,000 (OTE: $200,000)
- Equity compensation package
- Flexible vacation policy – take the time you need to recharge
- Comprehensive medical, dental, and vision coverage
- 401(k)
- 100% company-sponsored short and long-term disability and life insurance
- Subsidized backup childcare and caregiver supports through Wellthy
- Work entirely from the comfort of your own home
- Monthly $100 work from home expense stipend
- We provide the equipment needed for the role
- Travel reimbursements for engagement days
- Opportunity for rapid career progression with plenty of room for personal growth!
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
B2B salesbusiness developmentsales cycle managementpipeline forecastingdeal structuringpartner segmentationmarket intelligencevalue-based care modelsself-sourcing pipelinesales playbook development
Soft Skills
relationship buildingcommunicationorganizational skillsself-motivationadaptabilitymission-drivennegotiationdisciplinedinsight generationtailoring messages