Who you are

• Are you energized by providing excellent customer experience and sharing your knowledge to help people solve their problems? We’re looking for a Live Chat Support Specialist to join us at Thinkific
• We seek curious, resourceful problem solvers who are fanatical about customer success—people who thrive on helping others and delivering exceptional experiences
• Brings 2–4 years of experience in a customer-facing support role (ideally SaaS), confidently managing live chat and email conversations with empathy and precision
• Communicates complex ideas simply, explaining technical concepts in a way that empowers creators to feel capable and confident using Thinkific
• Demonstrates technical curiosity and resourcefulness, troubleshooting across browsers, integrations, and app environments
• Uses tools such as Zendesk, 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
• Have a basic understanding of HTML/CSS, APIs, Webhooks, or SSO (any coding skills are a plus)
• Be familiar with domain hosting and setting up custom domains
• Understand Stripe payment processing or support customers who use Stripe
• 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!

What the job involves

• Thinkific’s Support Team is driven by empathy and a genuine commitment to delivering an exceptional customer experience. Every support interaction accelerates each creator’s unique path to success
• We live by our mantra, ‘Serve the individual,’ which encapsulates our commitment and focus on providing personalized and tailored support to each creator on an individual level. It emphasizes the importance of understanding and addressing their unique needs, challenges, and goals, just like we recognize each creator’s “unique genius.”
• Our newly formed Live Chat Team plays a key role in helping Thinkific deliver exceptional support to our creators. They work directly with our Premium customers through live chat and email, not only answering questions but also helping them maximize Thinkific to achieve their goals
• Live Chat Support Specialists set the standard for outstanding support and embody our core values in every interaction. They play a crucial role in enhancing our processes, knowledge base, and operations, continually improving the support experience. As we expand our Support offerings, this role helps bring that vision to life
• Hours: 9:30 AM – 5:30 PM PST
• Schedules:
• Monday – Friday
• Tuesday – Saturday
• Sunday – Thursday
• During the initial onboarding and training period (approximately the first two months), you’ll work a Monday–Friday schedule 9AM PT – 5PM PT, to ensure consistent coaching, team collaboration, and skill development.After onboarding, you will be assigned to one of our regular rotating schedules, 9:30 AM PT – 5:30 PM PT
• Statutory holiday coverage rotates among the team and is scheduled well in advance, allowing you to plan accordingly
• Your goal will be to drive best-in-class customer experiences
• Deliver exceptional real-time support for Thinkific’s Premium customers
• Provide timely, empathetic, and technically accurate responses via live chat and email
• Own each customer issue from initial report through resolution, coordinating with Technical Support and Product as needed
• Troubleshoot platform issues such as failed domain connections, checkout or payment errors, video playback issues, and integration timeouts
• Investigate issues involving Stripe payment processing or SSO and authentication errors, identifying root causes, patterns, or configuration conflicts that impact multiple customers
• Resolve escalated inquiries with sound judgment and calm professionalism
• Identify, reproduce, and document bugs or platform issues, ensuring clear hand-offs and visibility for downstream teams
• Go beyond troubleshooting—educate customers on best practices, features, and integrations that help them scale their business
• Collaborate closely with the Customer Success team to share insights, close feedback loops, and ensure a seamless experience across support tiers
• Spot early churn signals and work with Support, Success, and Product to retain and grow customers
• Handle internal inquiries from Support peers and cross-functional teams via Slack, providing timely guidance and accurate information
• Identify workflow inefficiencies surfaced through chat patterns and propose actionable improvements
• Create and update training materials, macros, and knowledge-base documentation to enable your peers
• Participate in feedback loops with Product, QA, and Enablement teams to share customer insights and recurring friction points
• Experiment with new tools, workflows, and approaches to improve response speed and quality

Benefits

• Open vacation policy: We're big proponents of sand, sun, and taking time to recharge. As long as you're getting your work done and keeping your team supported, take vacation when you need it. We encourage Thinkers to take at least 4 weeks vacation each year
• Flexible work environments: Whether you’re working from Thinkific HQ or working from home, set your own hours to find a rhythm that works for you and your team. Finding the time for workouts, laundry, daycare dropoffs, or appointments is easier than ever.
• Learning opportunities and personal development: Interested in a course, conference, or career coaching? We’ve got you covered with our $1500 Learn and Grow fund to support your personal and professional growth, on top of regular lunch & learns, internal courses and workshops, and a coaching program. Our people leaders will work with you to ensure you’re taking advantage of the learning opportunities you want and need
• Competitive benefits package: Our benefits kick in on your first day at Thinkific and include coverage for health, vision, dental, prescriptions, and up to $3000 for your mental health. Our Employee and Family Assistance Program will also take care of you and your family, providing everything to support your well-being
• Parental leave: We care about helping you grow your career AND your family. Family is important to us, and our paid parental leave gives you a little extra help while you're beginning this new adventure. Learn more about our family leave benefits here
• We actually hang out: Thinkers are some of the kindest (and most fun!) people out there. We're into boat parties, hackathons, company retreats, and celebrating everything from Canada Day to Brazilian Carnival. Wherever you’re based, you’ll have opportunities to connect with your team both virtually and IRL
• The bow-wow benefits: Office dogs. Plural. Meet them on Instagram at @dogsofthinkific