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Senior Product Manager

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Remote from
Canada
Salary
Undisclosed
Employment
Full Time
Experience
Director
Published
Apply before
24 Nov 2026
Listing views
34
Application actions
1
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AI Summary

The role, at a glance.

Thinkific is hiring a Senior Product Manager to own strategy and execution for its Commerce product, including payments, checkout, subscriptions, tax, pricing, and packaging. The role also covers payment integrations, customer onboarding, website-building capabilities, and go-to-market execution for product changes. This leader will partner closely with Engineering, Design, Finance, Marketing, Customer Success, and Sales while using customer research, data, and experiments to improve conversion, retention, revenue, and Plus customer wins. Candidates need 6+ years in product management, at least two years managing commerce products, and a strong record of delivering measurable monetization outcomes. The environment is fast-paced, highly autonomous, customer-focused, and explicitly AI-forward.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

5/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a senior, broad-scope product role responsible for a revenue-critical commerce platform and several adjacent product areas. Success requires strategic judgment, deep execution, customer insight, quantitative decision-making, and alignment across many senior stakeholders.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Market rate
$162,500
US market range (per year)$145k–$190k
AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. The employer discloses a CAD 150,000–175,000 annual recruitment compensation range, with a midpoint of CAD 162,500. The estimated Canadian market range for a senior product manager with commerce and monetization ownership is CAD 145,000–190,000 annually; this is an AI estimate rather than verified salary research.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How would you decide whether Thinkific Commerce should match a competitor feature or pursue a differentiated solution?

I would start with customer research, win/loss evidence, support signals, and market analysis to understand the unmet job and commercial impact. I would size the opportunity, assess strategic fit and delivery cost, then recommend parity where absence creates a buying or retention blocker and differentiation where Thinkific can solve a meaningful customer problem better.

Describe how you would measure the success of a new checkout or payments capability.

I would define a baseline and a primary outcome metric such as checkout conversion, payment success rate, merchant activation, or processed volume. I would also monitor guardrail metrics including support contacts, refund and dispute rates, latency, adoption by relevant customer segments, retention, and revenue impact.

How do you plan a pricing or packaging change so customers experience it as a seamless upgrade?

I would involve finance, sales, support, marketing, and engineering early, define eligible cohorts and migration paths, and validate the value proposition with customers. The launch plan would include in-product messaging, customer communications, enablement materials, monitoring, and a clear escalation path for affected accounts.

How do you use direct customer conversations alongside quantitative data when prioritizing a roadmap?

Quantitative data identifies where behavior, conversion, retention, or revenue is changing, while conversations explain the underlying context and unmet needs. I synthesize both sources into well-defined problems, validate them across segments, and prioritize based on customer value, business impact, confidence, and effort.

What does an AI-first product workflow look like in practice?

I use AI to accelerate feedback synthesis, competitive research, early solution exploration, requirements drafting, and prototype iteration. I still validate conclusions with source data, customer input, and cross-functional review, using AI to increase speed and breadth without replacing product judgment.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
Opportunity details

About this role.

Who we are ⬇️

Thinkific (TSX:THNC) is an award-winning learning commerce platform built for scale. By bringing together community, courses, and content with commerce, we power transformative learning experiences and give businesses everything they need to grow their revenue — all from one AI-powered platform. So far, our customers have generated over $3.7 billion in revenue and reached more than 200 million learners worldwide.

The culture we’re building ⭐
We’ve been intentional about the culture we’re building and are proud to be recognized as an award-winning culture—we’re a Certified Great Place to Work, one of Canada’s Best Diversity Employers, BC Top Employers, and Canada’s Top Small & Medium Employers for 2026 by Canada’s Top 100!

Here’s what it means to work at Thinkific:

We’re a high-performing team on a meaningful mission, and the way we work reflects that. Thinkers are customer-obsessed and ownership-driven — we talk to customers constantly, take full accountability for outcomes, and operate with a high degree of autonomy and trust. We care deeply for each other and believe the best ideas come from honest debate, real feedback, and diverse perspectives. It’s a culture built on trust, exceptional work, and genuine respect for the people around us.

Who thrives here:

Thinkific may be the right place if you’re energized by a fast-paced environment, enjoy high autonomy, and work well with ambiguity and change. You thrive in highly collaborative teams and make the people around you better. You’re results-driven, take ownership without being asked, have hard conversations even when it’s uncomfortable, and celebrate diverse perspectives. AI is a tool you embrace to move faster and think bigger.

Who doesn’t thrive here:

If you prefer highly structured environments, need to wait for clear direction to move, dislike ambiguity and change, or find direct feedback uncomfortable, Thinkific may not be the right fit.

About the Role 🚀

What makes customers choose a platform and stay for it? For many Thinkific Plus customers, the answer is Commerce, and we’re looking for a Senior Product Manager to own it.

On the Acquire and Monetize team, you’ll own multiple product lines focused on enabling our customers to sell, earn and scale their businesses. The primary offering is our Thinkific Commerce product, our built-in payments offering with seamless payment processing, advanced sales tools and effortless tax management. Commerce is a key reason we win Plus customers and a significant source of revenue, so it needs to be highly competitive. You’ll shape the strategic vision for Commerce, and decide how we match the market where we need to and where we build Thinkific Commerce to be more differentiated.

You’ll be as strong at execution as you are at strategy. We expect Commerce to be built with the quality and depth to fully solve our customers’ problems, and to be rolled out in a way that customers feel as a seamless upgrade. On top of Commerce, you’ll also own our customer onboarding, website building features and lastly the execution of pricing and packaging changes strategically led by our VP, Growth.

Reporting to the Director, Product, you’ll collaborate across Engineering, Design, Finance, Marketing, Customer Success and Sales to deliver best-in-class monetization and buyer experiences that help our customers grow their revenue.

Your goal will be to drive Thinkific’s commerce product strategy and execution, ensuring our solutions deliver substantial value to customers and align with our business objectives. Here’s how you’ll accomplish this:

  • Define the strategic vision for our Commerce product, integrating market insights, customer needs, and business outcomes across areas like payments, checkout, subscriptions, pricing, and tax

  • Execute with quality and depth, taking the time to fully solve customer problems rather than shipping partial solutions, and holding a high bar for what “done” means

  • Own a wide surface area, including our other payment processing integrations, execution of pricing and packaging changes, customer onboarding, and our site building product

  • Work AI-first across feedback triage, competitive insight, scoping, and prototyping, increasing both the amount and the quality of what you can scope so we keep pace with engineers who are moving faster than ever

  • Think end to end, from how we retain and win customers, through discovery and scoping, to launch considerations like pricing and packaging, user experience, in-product and customer communication, and team readiness, so new and updated features feel like seamless upgrades and customers get the most value from them

  • Stay deeply connected to our customers by talking with them regularly, understanding their businesses inside and out, and turning what you hear, along with support and sales signal, into clear problems worth solving

  • Drive measurable outcomes by defining success metrics, using data and experiments to guide priorities, and tracking impact on revenue, conversion, retention, and Plus wins

  • Collaborate across Engineering, Design, Finance, Marketing, Customer Success and Sales to ship work that moves these metrics, and run retrospectives to keep improving how we work

The person we have in mind likely:

  • Has 6+ years of experience in product management in mid size companies

  • Has at least 2 years product managing commerce products specifically

  • Has a proven track record of driving product strategy and execution and delivering measurable business impact, particularly in monetization or commerce-focused domains

  • Thinks end to end, planning the rollout from the start, including pricing, user experience, migration, and how we tell customers, and has shipped changes to live products that customers had to adopt

  • Executes with depth and quality, sweating the details, shipping solutions that fully solve the problem, and holding a high bar for quality at speed

  • Is customer-obsessed, and has a strong foundation in Jobs-to-be-Done and direct experience engaging customers

  • Demonstrates an exceptional ability to synthesize data, market trends, and customer feedback into strategic product decisions

  • Has a deep understanding of AI’s role in product development, uses AI in their daily workflow, and believes it can unlock our ability to solve more customer problems better

  • Thrives in fast-paced, agile environments, and takes a proactive approach to navigating change and ambiguity

These things would also be nice, but we think you could learn them on the job:

  • Experience in e-commerce or online learning

  • Experience with pricing and packaging, onboarding, or site builders

  • Knowledge of marketing principles, customer acquisition strategies, and monetization models

The recruitment compensation range for this position is $150,000 – $175,000. Your specific compensation within this range is determined based on your job-related skills, knowledge, experience, and our internal equity assessment. The range is designed to capture the full journey from developing skills to excelling in the position. Most new hires start between the minimum and midpoint, which aligns with being fully capable in the role.


The Hiring Journey

  1. An exploratory call with our Talent team

  2. An impact-focused interview with our Director of Product and TA

  3. Technical Stage with our Head of Product and Design & our Director of Product

  4. Stakeholder Interview with our VP of Engineering and R&D Ops

For a deeper look at our hiring process, what to expect during each step, AI guidelines, and how to prepare, visit our Candidate Hub ⭐

How we work with AI:

Thinkific is an AI-forward company. We use AI tools across all teams, and our approach to hiring is no different. We use AI-assisted tools to support parts of our recruitment operations, and we’re committed to being transparent about how. We automate where it drives efficiency, but every hiring decision is made by a person, and a high-touch, human candidate experience always comes first.

Candidates are welcome to use AI tools during the application process if desired.

👉 Visit our Candidate Hub to learn more!

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 incredible award-winning culture—we’re a Certified Great Place to Work and have been recognized on many Great Place to Work’s Best Workplaces lists for Canada, Technology, Inclusion, Women, Mental Wellness, and more! We’re also one of Canada’s Best Diversity Employers, BC Top Employers, and Canada’s Top Small & Medium Employers for 2026 by Canada’s Top 100!
🚀 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 $900/year 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.

🤝 3 Paid Volunteer Days each year to give back to your community and support the causes you care about.

💻 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.

🤖 AI tools for every Thinker. We’re an AI-forward team, and every employee has access to the tools they need to work smarter, faster, and make a bigger impact.

⬆️ Learning & Growth. An annual $2,000 CAD 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.

💙 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.

Apply now >

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