About this role.
Thinkific is hiring a full-time Product Support Specialist to deliver empathetic, technically accurate support for an online learning commerce platform. The role manages customer issues across live chat, email, and scheduled phone or screen-share sessions, including escalations involving domains, payments, integrations, SSO, and authentication. This specialist will educate customers, identify adoption and retention opportunities, document bugs, and coordinate with Technical Support and Product teams. The position also contributes to AI-enabled workflows, knowledge-base content, process improvements, and operational projects. Candidates need at least two years of customer-facing experience, ideally in SaaS, plus strong technical troubleshooting and communication skills.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
3/5Pace & Pressure
4/5Autonomy Level
4/5Communication Load
5/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
Skills and capabilities most closely associated with this opportunity.
Cover letter sample
Dear Thinkific Hiring Team,
I am excited to apply for the Product Support Specialist role. My customer-facing support experience, technical curiosity, and commitment to empathetic problem solving would enable me to help creators resolve issues and gain more value from the Thinkific platform.
I am comfortable managing chat, email, and live calls while investigating complex issues across integrations, authentication, payments, and domain configurations. I would also bring a continuous-improvement mindset by documenting recurring issues, strengthening knowledge resources, and using AI-enabled tools responsibly to improve resolution quality and efficiency.
I would welcome the opportunity to contribute to Thinkific's customer-first Support team and help learning businesses succeed.
Sample interview questions
I would first confirm the domain, registrar, expected setup, and any error messages. I would review DNS configuration, propagation status, SSL-related details, and platform requirements, then explain findings in clear steps. If the issue required deeper investigation, I would document the evidence, set expectations, and coordinate a complete handoff to the appropriate technical team while retaining ownership of customer communication.
I prioritize based on urgency, customer impact, security or payment implications, and whether a customer is blocked from core work. I acknowledge each incoming request quickly, provide realistic next-step expectations, and use concise internal notes to preserve context. For complex cases, I gather reproducible details early and set a follow-up plan so the customer receives timely communication without sacrificing investigation quality.
I would avoid jargon and explain that authentication is the process that confirms a user's access. I would describe the observed behavior, such as a mismatch between the identity provider settings and the application configuration, then provide simple, ordered actions the customer or their administrator can take. I would verify progress after each step and summarize the final resolution in plain language.
I would identify common patterns in the tickets, validate whether the issue is reproducible, and quantify the customer impact. I would share a concise summary with Support, Product, or Technical Support, including examples, likely triggers, and recommended next actions. I would also create or improve a macro and knowledge-base article when appropriate to help customers and teammates resolve the issue consistently.
I listen for signs that a customer is not receiving expected value, is struggling with setup, or is considering alternatives because of a limitation or unresolved issue. After resolving the immediate concern, I would ask focused questions about their goals and recommend relevant features, best practices, or the appropriate internal partner. The recommendation should be genuinely useful, clearly connected to the customer's needs, and never distract from resolving their core problem.
Who we are ⬇️
Thinkific 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.
We’re a team of 300+ Thinkers building products that matter. Every role at Thinkific contributes to raising the bar for online learning, supporting thousands of learning businesses, and creating real-world impact for millions of learners around the world. You’ll work alongside curious, collaborative teammates who care deeply about what they build and who they build it for.
We’re committed to a fair, inclusive, and human hiring experience. Our team is here to guide you every step of the way, so you always know what to expect!
About the Role 🚀
Are you energized by providing an excellent customer experience and sharing your knowledge to help people solve their problems? We’re looking for a Product Support Specialist to join our Support team at Thinkific.
Thinkific’s Support Team is fueled by empathy and a genuine commitment to the customer experience. Every support interaction accelerates each learning business’ unique path to success. We live by our Mantra ‘Serve the individual’, which emphasizes understanding and addressing the unique needs, challenges, and goals of each customer.
In this omni-channel role, you will be a key driver for delivering on our vision across all communication channels. You will work directly with our customers—from self-serve to our highest-value Premium creators—through live chat, email, and scheduled phone/screen-share calls. You will role model best-in-class support, identify process improvements, and uphold our standards of excellence while helping each learning business extract the most value from our product to fuel their success.
Schedule:
Hours: 9am-5pm PST
Schedules: Monday-Friday
Statutory holiday coverage rotates among the team and is scheduled well in advance, allowing you to plan accordingly. In these scenarios you will receive a day in lieu of the holiday coverage.
Your goal will be to drive best-in-class customer experiences. Here’s how you’ll accomplish this:
1. Deliver Exceptional Multi-Channel Support
Provide timely, empathetic, and technically accurate responses via live chat, email, and phone/screen-share.
Own each customer issue from initial report through resolution, coordinating with Technical Support and Product teams as needed.
Troubleshoot complex platform issues, including domain connections, payment errors, and integration timeouts.
Investigate and resolve issues involving payment processors, SSO, and other authentication errors.
Identify, reproduce, and document bugs, while ensuring clear hand-offs to downstream technical teams.
2. Help Customers Succeed & Grow
Go beyond reactive troubleshooting—educate customers on best practices, features, and integrations to help them scale.
Utilize opportunities for product adoption and plan upgrades (e.g., Thinkific Plus and Branded Mobile).
Spot early churn signals and collaborate with Support and Customer Success teams to retain and grow customers.
Manage and own complex customer escalations with sound judgment and calm professionalism.
3. Continuously Improve How We Work
Champion and embrace an AI-enabled support workflow by leveraging internal AI tools and automation to increase efficiency, streamline ticket resolutions, and enhance the overall customer experience.
Identify workflow inefficiencies surfaced through chat, email and call patterns and propose actionable improvements.
Create and update training materials, macros, and knowledge-base (Guru) documentation to enable your peers.
Participate in feedback loops with Product, QA, and Enablement teams to share customer insights.
Lead or assist with strategic projects to level up our operations and strategic enablement.
The Person We Have in Mind Likely:
Brings 2+ years in an online customer-facing role (ideally in SaaS) with a proven ability to manage multiple communication channels simultaneously.
Communicates complex ideas simply, explaining technical concepts in a way that empowers customers to feel capable and confident using Thinkific.
Demonstrates technical curiosity and resourcefulness, troubleshooting across browsers, integrations, and app environments.
Uses tools such as Zendesk, AI-supported Co-Pilot tools, Slack, Asana, and Google Workspace with ease, and adapts quickly to new systems.
Diagnoses multi-system issues, identifying configuration conflicts, integration errors, or setup challenges that require investigation and collaboration with Technical Support or Product.
Thinks critically under pressure and makes sound, timely decisions in a fast-moving live chat environment.
Acts as a trusted peer and knowledge sharer, supporting team learning, surfacing common pain points, and suggesting improvements to tools, workflows, and automations.
Demonstrates emotional intelligence and professionalism, especially when supporting strategic or escalated customers.
Embraces a growth mindset, continuously seeking opportunities to enhance both their craft and the overall customer experience.
Thrives in a collaborative, metrics-driven environment where feedback is welcomed and actioned.
Provides rotating weekend or holiday coverage to ensure consistent, global support.
These Things Would Also Be Nice:
Basic understanding of HTML/CSS, APIs, Webhooks, or SSO.
Experience with domain hosting and custom domain setup.
Familiarity with Stripe payment processing.
We’re committed to fair and transparent pay that reflects both where you are and where you can grow to. This role has a salary range base of $55,000 – $65,000 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. Salaries above the midpoint are typically reserved for team members who have demonstrated strong, consistent performance, deep expertise, and a significant positive impact within the role.
For high-demand or hard-to-fill positions like this one, we may hire above midpoint for candidates who bring exceptional experience, skills, or impact potential.
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.
Upload your resume now
- To unlock remote work opportunities and be discovered by global employers.
This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.
