Head of Revenue ( Founding )

About the role

The Head of Revenue (Founding) will own and drive the revenue motion for Stem Health, a physician-led and membership-based clinic focused on primary care. Stem Health offers two revenue streams: B2B executive health programs sold to employers and delivered through advisors and benefits intermediaries, and a direct-to-consumer private membership. The role requires personal closings and the development of a documented, repeatable revenue system.

Responsibilities

• Establish the revenue motion and define how Stem Health generates revenue for both B2B executive health programs and D2C memberships.
• Own pricing, packaging, and the commercial offer for both motions, including the ideal-customer profile and qualification criteria.
• Write the playbook, convert what actually closes into a documented, repeatable motion per channel, and stand up the commercial stack.
• Own CRM for pipeline hygiene, forecast discipline, and metrics that matter for each motion.
• Build a revenue picture for the CEO and board, ensuring they can trust the numbers.
• Define revenue operations, connect revenue to marketing and clinic operations, and ensure the demand generated on the D2C side feeds cleanly into the pipeline.
• Close founding revenue, personally owning and closing the first material B2B accounts and the founding D2C membership cohort.
• Manage and develop the existing commercial team, setting clear expectations, providing regular coaching, and holding the team to the same standards as yourself.
• Hire behind proof, define the next commercial hires once the motion is demonstrably repeatable, and build the team in step with proven demand.

Requirements

• A closer, first. Personally carried and beaten a quota recently, not someone whose last few years were spent exclusively in management.
• Proven track record in a complex, relationship-led, considered-purchase sale, ideally in Healthcare, Executive Benefits, Insurance, Professional Services, or Another Trust-based, high-consideration category.
• Experience running two distinct commercial motions simultaneously, such as an enterprise or employer-facing B2B cycle alongside a consumer or direct membership funnel.
• Clear-eyed clarity about how they differ between enterprise B2B cycles and shorter, higher-velocity D2C funnels.
• Built the fundamentals from scratch in an early-stage or greenfield setting: playbook, pipeline discipline, forecast, and CRM infrastructure.
• A genuine player/coach: energised by closing and by lifting a small team, and not expecting to step back from selling when the first hires are made.
• Strong assets: existing network among Canadian employers, HR and total-rewards leaders, group benefits advisors, or family-office and HNW channels; exposure to both B2B and D2C revenue motions within the same role or organization; fluency with CRM and a modern commercial stack.
• Bilingualism (French/English) is an asset for the Quebec market as Stem Health expands.

Qualifications

• Experience in private healthcare, executive health, wellness, or a premium membership model.
• Fluent in CRM and a modern commercial stack.

Benefits

Real ownership: you define the revenue model, build the commercial stack, write the playbook, and set the standard.

Nothing is inherited and nothing is handed down; it is yours to build.

A product genuinely worth selling: time-rich, physician-led care for people who have rarely experienced what great primary care actually feels like.

An explicit escalator: establish the motion, prove it, and the scope and title grow into full revenue leadership multi-site, broader team, CRO trajectory.

Significant variable compensation tied directly to what you close and build, not to headcount managed or decks delivered.