Regional Vice President, Sales

Bicycle Health is seeking a Regional Vice President of Sales to drive regional expansion and accelerate revenue growth. Operating as a strategic subject matter expert in virtual substance use disorder solutions, you will lead a consultative, value-based sales approach to establish long-term health plan partnerships. In this role, you will engage C-suite decision-makers across Commercial, Medicaid, and ASO channels, guiding them through value-based care models that deliver measurable clinical and financial outcomes at scale.

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.

Benefits:

Discretionary PTO + 8.5 days of additional sick time + 10 paid holidays

Paid parental leave

100% Employer Paid Employee Medical, Dental, and Vision Insurance

Employer Paid STD & LTD

401k

$50 monthly Remote Work Stipend

What you'll do:

Provide Strategic & Operational Leadership

Co-develop and implement regional strategies aligned with overall business objectives

Set and execute the regional commercial strategy to rapidly expand market presence across commercial health plans, Medicaid, ASO channels, and self-funded employers.

Lead the end-to-end partnership lifecycle—from initial C-suite engagement and complex value proposition discovery through contract negotiation, deal execution, and account expansion.

Oversee sales productivity, deal-stage conversion discipline, qualified pipeline coverage, and new logo progression across all regional channels.

Partner with Regional Medical Director to make data-informed decisions regarding processes and operations to improve regional performance and patient experience across all interaction channels.

Payer Relationship Management

Cultivate, deepen, and expand C-suite and VP-level relationships with health plan commercial leaders, product/solution leaders, medical directors, and network contracting officers, and support new logo growth and partnership expansions.

Serve as a strategic partner to health plan decision-makers, positioning Bicycle Health as a differentiated SUD solution within commercial, Medicaid and ASO payer channels.

Support in engaging with consultants and brokers to drive awareness, preference, and co-selling opportunities across payer and ASO channels.

Value Communication & Sales Enablement

Use a consultative, value-based selling approach to translate Bicycle Health's clinical model, outcomes data, utilization impact, and total cost-of-care savings into compelling ROI narratives tailored to payer P&L’s including understanding how Bicycle solutions can impact MLR, VBC and ASO sales and account management teams.

Partner with payer teams to develop effective sales materials, data-driven proposals, claims-based ROI analyses, and population health assessments.

Cross-Functional Collaboration

Coordinate with Bicycle Health’s Provider Sales, Implementation, Clinical Operations, and Client Success.

Provide market intelligence back to Product, Marketing, and Leadership to inform positioning, competitive differentiation, and solution roadmap priorities.

Reporting & Forecasting

Maintain accurate pipeline and activity data in CRM (Hubspot), providing monthly forecasts, deal status updates, pipeline coverage reporting, and progress against bookings and new logo targets to sales leadership.

Track regional competitive dynamics and report on win/loss trends, pricing sensitivity, and objection patterns.

What we are looking for:

Education: Bachelor’s degree in Business, Healthcare Administration, or related field (Master’s or MBA preferred).

Experience: 10+ years of progressive B2B healthcare sales experience, with at least 5 years focused on health plan partnership development (Behavioral health experience preferred)

Management: 5+ years in a senior management/director-level role overseeing operational teams, multi-site or regional footprints, and cross-functional staff in a high-growth healthcare delivery organization.

Proven track record as a top-performing individual contributor closing complex, enterprise-level digital health, behavioral health, or virtual care contracts.

Deep familiarity with Medicaid, Commercial and ASO self-funded plan mechanics and structures.

Experience indirectly selling point solutions, specialty benefits, or value-based care programs through health plan ASO partnerships.

Strong financial acumen; ability to build and present ROI models, total cost-of-care analyses, and actuarial summaries.

Excellent communication, executive presence, and presentation skills — comfortable engaging CMOs, CFOs, commercial leaders, and network leaders.

High EQ. Having the ability to read the room, read the situation and not sell features.

Ability to travel up to 30% within the assigned region and to trade shows and conferences.

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

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