Director of Revenue Operations

Position Summary

We are looking for a Director of Revenue Operations to join our growing team. In this role, you will own the systems, data, and processes that power our go-to-market engine, from instrumenting our PLG-to-sales-assist funnel end-to-end in HubSpot to connecting Marketing, Sales-assist, Customer Success, and Payments into a single, insight-driven revenue motion. This role will be reporting directly to the President.

The ideal candidate is a structured systems thinker who is equally comfortable building a board-ready forecast and rolling up their sleeves in our HubSpot-based CRM to clean attribution logic or rationalize a bloated tech stack.

Note: Practice Better is a remote-first company with team members across North America. However, this particular role is currently open to Canadian-based candidates only, and preference will be given to applicants legally authorized to work in Canada.

What You’ll Be Doing

Revenue Architecture & Forecasting

• Own the integrated GTM plan, quota models, and annual budgeting process in close partnership with the VP, Finance
• Build and maintain board-level forecasting for Subscription, Payments, and Add-On products, tying marketing pipeline and churn drivers to ARR
• Deliver blended revenue forecasts with ≤±5% variance and produce scenario-based models that inform decisions to scale toward 2–3x current ARR

Tech Stack & Data Operations

• Audit the full revenue tech stack (HubSpot, marketing-automation, payments platform, product analytics, BI) and maintain a rolling optimization roadmap
• Automate lead-to-cash, renewal, and expansion workflows; own data cleanliness, attribution logic, and compensation engines
• Rationalize GTM tool spend and lead consolidation initiatives that reduce cost without sacrificing capability

Funnel & Pipeline Management

• Map and instrument the PLG → sales-assist → expansion funnel; create common definitions, SLAs, and stage-conversion dashboards
• Stand up and maintain PQL scoring models, routing highest-intent signals to SDRs with a PQL → SDR SLA of under 5 minutes
• Drive MQL → SQL and SQL → Closed-Won conversion rate improvements of ≥3 percentage points each year

Insights & Experimentation

• Partner with Marketing on pricing and packaging tests, with Product on usage-to-revenue insights, and with Payments on take-rate optimization
• Roll out self-serve dashboards across GTM functions, targeting >80% weekly active usage by GTM leaders
• Define OKRs, reporting cadences, and playbooks so Growth, Marketing, and CX operate from a single source of truth

What You Bring

• 5–8+ years in Revenue Operations roles at SaaS companies currently operating between $30–100M ARR, with experience scaling through this stage. - and experience at companies with 250–300 employees or fewer (We’re looking for people in SaaS companies, not consultancies or RevOps agencies).
• Direct, hands-on experience running RevOps in a PLG / self-serve-to-paid motion.
• Mastery of modern GTM stacks: HubSpot, marketing-automation, product-led analytics, BI, CPQ, and subscription billing
• Experience in a PLG or product-assisted sales motion
• Proven track record of turning noisy data into board-quality forecasts and unlocking double-digit efficiency gains across funnel stages
• Experience supporting pricing and packaging migrations and new revenue streams (embedded payments, usage-based, or add-ons)
• Strong communication and collaboration skills, with a bias for clarity and action
• Analytical, curious, and adaptable—you seek solutions, not perfection
• Comfortable operating in a fast-moving, remote, growth-stage environment

Bonus Points

• Familiarity with embedded payments, fintech monetization, or take-rate optimization
• Prior experience building or managing a small RevOps team or pod

Compensation & Pay Transparency

At Practice Better, we believe in pay transparency, equity, and fairness. We benchmark compensation against similar-stage, high-growth SaaS companies in both Canada and the United States and review our salary bands regularly to ensure they remain competitive and aligned with market trends.

Each role has a defined pay range based on its level, scope, and geographic location. Final offers are determined by several factors, including experience, demonstrated skills, and location, to ensure consistency and equity across our team.

Anticipated Salary Range (Canada): $200,000 – $220,000 CAD / yr

We take a holistic approach to compensation, combining salary, benefits, and flexibility. Our goal is to provide total rewards that support both your professional growth and personal well-being.

The range above reflects our expected compensation for this role, based on current market data. Final offers may vary depending on factors such as location, skills, depth of experience, and relevant certifications. All compensation ranges are reviewed regularly and may evolve over time to reflect changes in the market.

What We Offer

Comprehensive Benefits

• Unlimited vacation, built on trust, clear expectations, and real support for taking time off
• Company RRSP program with employer-matched contributions
• Comprehensive health and dental benefits from day 1
• $750 annual Health & Wellness Allowance
• $1,000 annual Learning & Development Allowance to support your growth
• $500 annual Home Office Allowance to set up a productive remote workspace
• Sprout Family: personalized support for family-building and fertility journeys
• Inkblot: confidential, digital mental health support from licensed professionals
• Company-wide holiday closure in December
• Regular virtual company-wide events, lunches, and team socials to stay connected

Remote-First, Connected Culture

Our remote-first model gives you autonomy and flexibility, with optional access to our downtown Toronto office for in-person collaboration. We also host regular off-sites and team gatherings across North America, because connection, creativity, and shared moments matter.

Wellness and Growth

Thriving at Practice Better

At Practice Better, you are not just an employee. You are part of a mission-driven community dedicated to helping others thrive. You will be trusted with autonomy, encouraged to take ownership, and supported by a team that values curiosity, compassion, and meaningful results.

We believe great culture and great performance go hand in hand. Delivering on our commitments is how we earn the trust of our practitioners and continue to expand our impact. Here, you will find the freedom to experiment, a focus on follow-through, and the opportunity to grow, along with the satisfaction of knowing your work directly improves lives every day.

Our Commitment to Diversity, Equity & Belonging

We know innovation happens when diverse perspectives come together. Practice Better is committed to fostering an inclusive environment where every team member feels valued, supported, and empowered to contribute their best.

If you do not meet every requirement listed above, we still encourage you to apply. Research shows that underrepresented groups often hesitate unless they feel 100% qualified. We are far more interested in your potential, curiosity, and alignment with our values.

We are committed to building a workplace where everyone can do the best work of their careers. We welcome applicants of all backgrounds, experiences, and abilities. Accommodations are available throughout the interview process upon request.