VP, Health Plan Sales

Octave

2d•$175,000 - $200,000•Remote

About The Position

The VP, Health Plan Sales is a senior individual contributor responsible for driving new revenue growth through strategic partnerships with health plans. This is a high-impact, commission-oriented “hunter” role with primary accountability for sourcing, developing, and closing net-new health plan customers. This role is highly visible and entrepreneurial, requiring a sales-driven, results-oriented leader who can proactively engage health plan executives, build relationships from the ground up, and navigate complex enterprise sales cycles. The ideal candidate brings deep experience selling into health plans, strong consultative selling skills, and the ability to position Octave as a strategic solution to improve behavioral health access, quality, and cost outcomes.

Requirements

Proven track record of exceeding quota in a commission-driven or performance-based sales role.
Strong experience selling health IT, infrastructure, or technical solutions into health plans, including contract values from mid-six figures to multi-million dollars.
Strong understanding of health plan operations, including network strategy, medical cost management, and value-based care models.
Strong consultative selling, discovery, and negotiation skills within complex health plan environments.
Ability to navigate and sell into payer IT organizations, including working with technical buyers and influencing architecture and integration discussions.
Excellent communication and presentation skills with executive presence.
Entrepreneurial, self-directed, and comfortable building pipeline from 0–1.
Willingness to travel to meet with clients and company leadership as needed (25%).
Comfort using AI tools in day-to-day workflows, with a willingness to continuously rethink and improve how work gets done.
Curiosity and openness to experimenting with new tools and approaches; prior experience with AI tools is a plus.
10+ years of experience in healthcare sales, with a strong focus on selling directly to payors and/or health plans.
3+ years of experience selling health IT, digital health infrastructure, or enterprise technology solutions into health plans.
Experience engaging payer IT stakeholders and technical buyers strongly preferred.
Bachelor’s degree or equivalent experience required.
Experience with CRM tools (Salesforce or similar) and disciplined pipeline management.
Experience engaging and influencing health plan executives (C-suite, SVP, VP levels) across clinical, financial, and operational functions.
Must be eligible to work in the United States without sponsorship now or in the future.

Nice To Haves

Prior experience with AI tools is a plus.

Responsibilities

Identify, target, and develop new sales opportunities with regional and national health plans, building a robust pipeline aligned to quota targets.
Engage senior stakeholders within health plans, including behavioral health leadership and payer IT teams, through outbound prospecting, referrals, and strategic networking.
Lead the full sales lifecycle with health plans, from initial outreach and discovery through proposal development, deal structuring, negotiation, and close.
Develop a deep understanding of each health plan’s priorities, translating Octave’s technical, operational, and clinical value into tailored solutions.
Drive complex, multi-stakeholder sales processes within health plans, securing high-value, long-cycle contracts.
Monitor health plan market trends, regulatory changes, and competitive dynamics to inform sales strategy and positioning.
Partner with Product, Clinical, Finance, and Implementation teams to shape solutions that meet health plan requirements and support successful deal execution.
Maintain accurate pipeline tracking, forecasting, and CRM discipline; contribute to scalable and repeatable sales processes.
Deliver high-impact presentations and proposals to health plan leadership, clearly articulating Octave’s differentiated value.
Represent Octave in payer-focused forums, conferences, and events to build relationships and generate pipeline within the health plan market.
Leverage AI tools as a core part of daily work (drafting, research, iteration) to improve efficiency, quality, and decision-making.

Benefits

Stock Options
$300 equipment reimbursement to support a home office setup.
Monthly reimbursement of up to $75 for internet and cell phone related expenses.
High Deductible Health Plan (HDHP)
Two PPO medical plan options
Comprehensive Dental coverage
Comprehensive Vision coverage
Company-sponsored membership with One Medical
401(k) with traditional and Roth options
Generous time off policy
Up to 15 paid company holidays
Accrued sick time
Company-paid Life insurance
Company-paid AD&D insurance
Company-paid Disability insurance
Optional Pet insurance
Optional Legal insurance
Optional Worksite plans (Critical Illness, Hospital Indemnity, and Accident)
Paid bonding leave after 6 months for new baby, adoption, or foster placement (time off increases with tenure).
Professional development reimbursement for role-related growth opportunities.