Vice President of Revenue

Location: Remote (US)

Total Compensation Package: $170,000-$190,000 base salary, plus comprehensive benefits and revenue-based bonuses

Travel: Required for partner events, client meetings, and company gatherings

About PointCare

PointCare is on a mission to ensure everyone has access to healthcare coverage. We're an insurtech software and services company that helps people enroll in Medicaid and other public healthcare programs. We partner with Federally Qualified Health Centers (FQHCs) to stabilize and optimize their primary revenue source by securing their members' coverage.

We're at an inflection point: We've grown from $4M to $6M in ARR in just four months, with strong product-market fit, an expanding partnership network, and particular strength with the nation's largest FQHCs. And we're about to accelerate further—we're launching a company-redefining product and brand in Q1 2026 that will fundamentally transform our market position. Now we need a revenue leader to help us prepare for and capitalize on this moment before the market gets crowded.

The Opportunity

We're seeking an exceptional revenue leader to own and scale our entire go-to-market motion. This role offers the scope and impact of a Chief Revenue Officer, with the title and structure flexible based on the right candidate. You'll be responsible for new business acquisition (both direct sales and partnership channels), customer onboarding, and retention/expansion; building a complete revenue engine that delivers on our mission at scale.

This isn't a rebuild. You'll inherit strong fundamentals: a proven B2B2C model, solid sales and partnership teams, and expanding market presence. Your job is to bring the energy, organization, and strategic coordination to scale what's working while evolving what needs attention, particularly our account management function.

What You'll Do

Drive Revenue Growth & Market Share

• Own ARR and NRR targets in a high-growth environment
• Prepare your team and GTM motion for our Q1 2026 product and brand launch—and capitalize on the momentum it creates
• Execute strategic initiatives around scale and reach to capture market share before competition enters
• Bring gravitas and closing power to late-stage and key account deals

Lead & Develop the Team

• Manage and grow a revenue team of 6 (3 AEs, 1 SDR, 1 account manager, 1 partnerships lead)
• Build out and optimize our account management function—our newest and highest-priority team area
• Structure the team for scale while maintaining the flexibility to evolve the org design

Own the Full Revenue Motion

• Drive new business through direct sales and partnership channels
• Oversee customer onboarding to ensure strong starts
• Lead retention and expansion strategies to maximize lifetime value
• Coordinate closely with Product, Delivery, Brand, and our Founder/CEO

What We're Looking For

Required:

• Proven B2B sales leadership experience with a track record of hitting ambitious targets
• Experience building, leading, and energizing revenue teams
• Strategic mindset with strong execution and organizational skills
• Ability to bring structure and coordination to fast-moving environments

Ideal:

• Background in healthtech, insurtech, or adjacent markets (mission-based organizations, federal programs, government-funded entities)
• Experience scaling revenue teams at growth-stage companies ($5M-$20M ARR)
• Comfort with partnership/channel sales models alongside direct sales
• Previous VP or CRO experience (or Director-level leaders ready to step up)

Cultural Fit:

• Mission-driven—you care about expanding healthcare access
• AI-embracing—you see technology as an enabler and opportunity
• Team player who leads by supporting and elevating others
• Energetic, organized, and collaborative

What Success Looks Like (First 6-12 Months)

• Prepare for and execute the Q1 product and brand launch—positioning the team to capture the opportunity
• Hit or exceed ARR and NRR targets
• Build out and optimize the account management function
• Scale direct sales and partnership channels
• Drive market share gains in key FQHC segments
• Establish yourself as a trusted member of the leadership team

Compensation & Benefits

• Competitive base salary and variable compensation structure
• Equity: Employee Stock Ownership Plan (ESOP)
• Remote-first culture with flexibility

Reporting & Team Structure

• Reports to: Chief Operating Officer
• Part of: Executive Leadership Team
• Collaborates closely with: Product, Delivery, Brand, and CEO

Why Now?

We have strong product-market fit, expanding partnerships, and proven traction with the largest players in our space. But here's the real opportunity: we're launching a company-redefining product and brand in Q1 2026. This is the kind of moment that comes once in a career—the chance to join right before a major inflection point and lead the revenue organization through transformational growth.

The market is heating up, and we're positioned to move fast. If you're looking for a role where you can build a complete revenue engine, lead through an exciting launch, make a real difference in healthcare access, and be part of a high-performing leadership team, this is your moment.

PointCare is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.