Director of Revenue Operations - Remote

Ready to make a real impact on global health and wellness care?

Practice Better is an all-in-one platform helping health and wellness practitioners run their businesses, care for their clients, and scale their impact. Founded by practitioners in 2016, we're now the leading EHR and practice management platform in the wellness industry, trusted by tens of thousands of practitioners across 70+ countries.

In 2023, we expanded our whole-practice care offering through the acquisition of That Clean Life, bringing nutrition planning into our platform.

We're a remote-first team headquartered in Toronto, made up of curious, driven, and empathetic people building tools that help practitioners create sustainable, independent practices; and do the most meaningful work of their careers. While most of our work happens remotely, we come together regularly for off-sites and team events to stay connected and build together.

Important notice to our applicants and job seekers:

We've become aware of fraudulent messages impersonating Practice Better's recruitment team.

Please note:

  • Practice Better will never ask for payment, banking details, or personal financial information at any stage of the hiring process
  • All official communication comes from @practicebetter.io email addresses
  • We will never ask you to purchase equipment, software, or gift cards
  • We will never conduct interviews solely via text message or WhatsApp

If something feels off, trust your instincts. Verify any suspicious outreach by contacting us directly at careers@practicebetter.io before taking any action.

Thank you for helping us keep our hiring process safe and transparent.

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 synthesizing trends into proactive recommendations for leadership 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. We are currently open to US and Canada based candidates.

What You'll Be Doing

Revenue Architecture & Forecasting

  • Contribute to the integrated GTM plan, quota models, and annual growth plans in close partnership with finance leadership.
  • Build and maintain GTM revenue forecasting for Subscription, Payments, and Add-On products, in partnership with finance leadership, tying marketing pipeline and churn drivers to ARR
  • Own and drive improvement in blended revenue forecast accuracy, and produce scenario-based models that synthesize trends into proactive recommendations for leadership on scaling 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
  • Own and drive improvement in PQL scoring models, routing highest-intent signals to SDRs, targeting a PQL → SDR SLA under 5 minutes
  • Own and drive improvement in MQL → SQL and SQL → Closed-Won conversion rates, targeting ≥3 percentage points of improvement annually

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, and own and drive improvement in weekly active usage by GTM leaders (targeting >80%)
  • 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).
  • Deep, hands-on mastery of HubSpot as a CRM is a hard requirement for this role, alongside modern GTM stack tools: marketing-automation, product-led analytics, BI, CPQ, and subscription billing.
  • 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
  • Exposure to running RevOps in a PLG / self-serve-to-paid motion.
  • 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 or $155,000 – $170,000 USD / yr. This role includes a variable compensation component tied to performance and revenue outcomes, in addition to base salary - total on-target compensation will be discussed during the interview process.

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

We offer a robust benefits package for full-time, permanent employees, including health, dental, and vision coverage from day 1, as well as RRSP matching, generous paid parental leave, and annual learning stipends.

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

  • 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

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. 

Ready to Apply?

If this sounds like your next step, we would love to hear from you. Join us in shaping the future of health and wellness for practitioners, their clients, and communities worldwide.

Apply Now → https://practicebetter.io/careers

Vacancy Status: This posting is for an existing vacancy

Official Recruitment Notice & AI at Practice Better

All applications are reviewed directly by Practice Better's internal Talent Acquisition team - no bots, no outsourcing. Legitimate communication from our hiring team will only come from email addresses ending in @practicebetter.io or @greenhouse.io.

Practice Better will never ask for payment, banking details, or personal financial information during the recruitment process. If you receive suspicious communication claiming to represent Practice Better, please contact our team at careers@practicebetter.io to verify its legitimacy.

AI in Recruitment at Practice Better
We use AI thoughtfully to take some of the repetitive work off our team's plate: early drafts of job descriptions, first-round interview questions, and help reviewing larger applicant pools. It's there to make the process smoother and more efficient for everyone.

What AI doesn't do is make decisions. Every hiring decision is made by real people, using structured and consistent practices designed to reduce bias and ensure fairness.

We're committed to using AI responsibly and reviewing our approach regularly so it stays aligned with best practices, legal guidance, and the kind of candidate experience we want to deliver.

Candidate Privacy Policy
AI Policy

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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