Vice President of Revenue Strategy and Operations

Thinkific is a software platform that gives anyone the ability to easily create and sell online courses, build vibrant communities, and monetize memberships. We believe in impactful and innovative work: our team of 260+ Thinkers is building and expanding an incredible product that empowers Creator Educators and businesses around the globe while working collaboratively to learn, grow, and succeed together. Join us to see how we’re building one of the best workplaces in Canadian tech!

We believe every candidate should have a fair, inclusive, and overall great experience when exploring a new role with Thinkific. That starts with outlining our hiring process so you know what to expect every step of the way—click here to learn more: https://thnk.cc/whattoexpect

Do you have a successful track record driving cross-functional alignment and scaling revenue operations? We’re looking for a Vice President of Revenue Strategy and Operations to join us at Thinkific. 

We are seeking an experienced Vice President of Revenue Strategy and Operations to lead our revenue operations, design and drive strategic growth initiatives, and optimize our go-to-market (GTM) planning. Reporting directly to the Chief Revenue Officer (CRO), this role will be pivotal in scaling our revenue engine, ensuring alignment across teams, and enabling data-driven decision-making.

Key Responsibilities:

Strategic Leadership

• Work in partnership with the CRO to develop and execute a comprehensive revenue strategy that drives predictable, scalable growth.
• Lead cross-functional planning for GTM and revenue-related initiatives (KPIs, targets, key initiatives), ensuring alignment across sales, marketing, support, customer success, and product teams.
• Collaborate with the CRO and executive team to identify new revenue opportunities and orchestrate cross-functional plans to achieve them.

Revenue Operations & Reporting

• Oversee and continually improve upon our GTM processes, systems, and tools (e.g., CRM, marketing automation, analytics platforms), ensuring we continue to innovate ahead of the competition in how we use technology to serve our customers and grow.
• Lead reporting for all GTM teams, partnering with peer leaders to enable visibility, accountability, and continuous improvement within their teams.
• Drive the operational reporting cadence, including weekly team reviews, monthly forecast updates, QBRs and board prep.
• Establish and maintain a data governance framework to ensure accuracy, consistency, and reliability of revenue-related metrics and KPIs.

Pricing & Process Optimization

• Design and implement pricing and packaging changes that align price to customer value across products, and serve as a central leader for pricing across the business.
• Drive continuous improvements in sales enablement, marketing efficiency, and customer success processes to ensure operational excellence.
• Lead efforts to streamline workflows and eliminate friction points across the customer journey, working with internal stakeholders including billing and legal.

Performance Management & Analytics

• Monitor key performance indicators (KPIs) across the revenue lifecycle, providing actionable insights to improve pipeline velocity, customer retention, and overall revenue performance.
• Design and deliver robust forecasting models, pipeline analysis, and revenue reporting to support strategic decision-making.
• Support the design and execution of compensation and incentive plans, including commission structures.

Team Leadership

• Hire, mentor, and lead a high-performing revenue strategy and operations team.
• Foster a data-driven, results-oriented culture that prioritizes collaboration, innovation, and accountability.

Qualifications: 

• 12+ years of experience in revenue operations, sales operations, or strategic planning, preferably within a consulting firm or high-growth B2B SaaS environment.
• Proven track record of scaling revenue operations and driving cross-functional alignment in a SaaS company with recurring revenue models.
• Strong analytical skills with a deep understanding of sales metrics, revenue forecasting, and data-driven decision-making.
• Expertise in CRM and revenue tech stacks (e.g., Salesforce, HubSpot, Marketo, Outreach, Gainsight).
• Exceptional leadership and communication skills, with the ability to influence and inspire cross-functional teams.
• Strategic thinker who can balance high-level planning with hands-on execution.
• Loves to learn and grow. They’ve found (and keep looking for) ways to level up their skills in this field, whether that’s through formal education, gaining professional experience, or maybe even building their own business 

The typical hiring range for this position is $250,000 - $300,000 CAD. Your specific compensation is determined based on your job-related skills, knowledge, experience, and our internal equity assessment. Additionally, this position may be eligible for bonus and equity.

Diversity, Equity, Inclusion and Belonging & Accessibility

This is just our initial idea of who we’re looking for! At Thinkific, we know that people have unique career journeys. If your experience is close to what we’ve described but you feel that you might be missing a few of the requirements, please still apply! We believe in equal opportunity and are committed to diversity, equity, inclusion, and belonging across every facet of our business.

We’re also committed to providing a comfortable and accessible interview experience for every candidate. If there are any accommodations our team can make throughout our hiring process (big or small), please let us know.       

What you can expect if you join Thinkific:

👏 An amazing team of talented, passionate, and kind Thinkers. Together, we’ve built an amazing, award-winning culture—we’re a Certified Great Place to Work and one of Canada's Top Small & Medium Employers!

🚀 The chance to build, improve, and innovate on a platform that’s driving positive impact for thousands of businesses and millions of students around the world.

💸 A competitive compensation package including base salary, equity, team-wide bonuses, and an Employee Share Purchase Plan.

🌴Flexible Paid Time Off to maintain mental and physical health. Our team is encouraged to take a minimum 4 weeks of vacation, plus Thinker Holidays (extended long weekends in the summer) and time off for the December holiday season.

🩺 Health Benefits and Wellness: Comprehensive benefits starting on Day 1 include health, vision, and dental coverage for you and your family, $3,000 for mental health care, a short-term health plan, and an additional health or personal spending account. Plus, family friendly benefits include generous parental leave top-ups for up to 32 weeks, as well as fertility coverage and personalized return to work options. 

💻 Flexible Work. Choose to work from home from anywhere in Canada, at our Vancouver HQ, a co-working space, or anywhere there’s wifi for a change of scenery.

⬆️ Learning & Growth. An annual $1500 USD Learn and Grow fund for conferences, seminars, or courses, plus training, mentorship, coaching, and internal promotion opportunities.

🏡 A home office setup so you’re ready to succeed with a company-owned Macbook Pro and a budget to order a desk, chair, or any accessories to help you work comfortably and productively. 

🍦Eats and Treats. $50 CAD per month to treat yourself with snacks, lunch, or groceries to cook at home.

💙 A place where you can bring your whole self to work. We know that different perspectives lead to amazing ideas, more innovation, and, ultimately, our success as a company. We welcome applicants of all backgrounds, experiences, beliefs, identities, and statuses. Whoever you are—we can't wait to meet you!

The Thinkific Vancouver office operates on the traditional, ancestral, and unceded territories of the xʷməθkʷəy̓əm (Musqueam), Sḵwx̱wú7mesh (Squamish), and Sel̓íl̓witulh (Tsleil-Waututh) Nations of the Coast Salish People.  We encourage everyone to learn more about the original caretakers of the land that you currently occupy.