Regional Sales Manager Jobs in Boston, MA

Bicycle Health is seeking a Regional Vice President, Sales - Provider & Health Systems to drive regional adoption of Bicycle Health's virtual services for substance use disorder across a defined set of hospitals and health systems. This role will bring a consultative, value-based sales approach to building strategic health systems relationships, expanding market presence, and positioning Bicycle Health as a differentiated virtual substance use disorder treatment solution.

Target Pay Range: $150,000 base salary + Commission + Equity - Compensation to be determined by the education, experience, knowledge, skills, and abilities of the applicant, internal equity, and alignment with market data.

Why Bicycle Health:

• Discretionary PTO + 8.5 days of additional sick time + 10 paid holidays
• 100% Remote role - work from anywhere in the United States
• Employee Assistance Program through Magellan Health
• 100% Employer Paid Medical, Dental, and Vision Insurance
• Paid parental leave
• Employer Paid STD & LTD
• 401(k)
• $50 monthly Remote Work Stipend
• Access to LinkedIn Learning
• All equipment provided

What you'll do:

• Drive Regional Commercial Growth: Set and execute the regional strategy to expand market presence across IDNs, academic medical centers, regional hospital systems, and affiliated physician networks.
• Lead Enterprise Sales Cycles: Own the full sales lifecycle from prospecting to close—navigating multi-stakeholder health system buying processes, contract negotiations, and workflow integration scoping.
• Engage Executive Leadership: Cultivate strategic relationships with C-suite and VP-level clinical and operational leaders (CMOs, VPs of Population Health, Behavioral Health directors, and ED chairs).
• Deliver Value-Based Business Cases: Translate Bicycle Health's clinical and retention outcomes into compelling ROI narratives focused on ED diversion, 30-day readmissions, and value-based care/ACO performance.
• Cross-Functional Alignment: Collaborate with internal Health Plan Sales, Clinical Operations, Product, and Client Success teams to ensure seamless implementation and feed market insights back into corporate strategy.
• Pipeline & Forecasting Rigor: Maintain disciplined CRM management (HubSpot) to deliver reliable forecasting, competitive analysis, and performance tracking against regional revenue goals.

What makes this role unique:

This role sits at the intersection of enterprise health system strategy and clinical intervention. As RVP of Sales, Provider & Health Systems, you will partner directly with hospital C-suites, CMOs, and clinical department chairs to deploy an evidence-based virtual clinic for opioid and substance use disorder—solving one of the biggest operational crises in acute care today: ED overutilization, post-discharge drop-off, and behavioral health access shortages.

What we are looking for:

• Education: Bachelor's degree in Business, Healthcare Administration, or related field.
• Experience: 10+ years of progressive B2B healthcare sales experience, with at least 5 years focused on direct sales to health systems, integrated delivery networks (IDNs), and hospital networks.
• High emotional intelligence (EQ), with the ability to read the room, adapt to complex situations, and focus on strategic outcomes rather than selling features.
• Proven track record as a top-performing individual contributor closing complex, enterprise-level digital health, behavioral health, or virtual care contracts.
• Deep understanding of health system reimbursement models, including fee-for-service, value-based care, ACO/shared-savings risk arrangements, and regional payer mix dynamics.
• Proven track record of sourcing, contracting, and growing high-performance partnerships with health systems and hospitals.
• Strong financial acumen, with the ability to present ROI models, total cost-of-care analyses, readmission avoidance metrics, and clinical outcomes to C-suite health system executives (CMOs, CFOs, Chief Strategy Officers).
• Exceptional communication and presentation skills—comfortable engaging and building trust with CMOs, CFOs, VPs of Population Health, and Emergency/Behavioral Health service line leaders.
• Experience selling the value of technology-enabled services while linking clinical efficacy to hospital quality metrics, ACO performance measures, ED throughput, and relevant behavioral health quality standards (e.g., FUA, IET).
• Strong technical fluency in CRM platforms (specifically HubSpot), standard sales productivity tools, and value-selling frameworks.
• Ability to travel up to 30% within the assigned region and to trade shows and conferences.
• Demonstrates agility in a fast-paced virtual environment, and the ability to multi-task, start-stop-start projects, balance competing priorities, back-to-back meeting schedules, and frequent process adjustments while maintaining high accuracy and attention to detail.

Preferred:

• Experience selling telehealth solutions, substance use disorder solutions, behavioral health or broader specialty care sales.
• Existing relationships with health systems and hospital networks.
• Background in digital health, virtual care, or population health management.

Note: Candidates must be currently authorized to work in the United States on a full-time basis and physically reside within the US. Bicycle Health does not offer visa sponsorship now or in the future for this role.

This is a full-time (40 hrs per week) remote position.

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