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Teachable is a platform for experts and businesses to scale education through courses, coaching, and digital downloads. Part of the Hotmart Company portfolio, Teachable powers human-led learning with AI as a time-saving partner.
Teachable Payments is a merchant-of-record checkout built for creators, handling sales tax across every US state and 18 countries, supporting 35+ payment methods, running affiliate payouts, and managing the tax back office.
In this role, you will own a book of high-volume creators and businesses already on Teachable and move their checkout and payment processing onto Teachable Payments. You will hunt and build your own pipeline against real buying signals (competitor pricing changes, processing volume, launches, overage). You will run full cycle sales: prospect, discover, build the business case (total cost of processing, tax exposure, migration risk), negotiate, and close.
You will sell a migration, not a feature. These are conversations about money movement, tax liability, and operational risk. You will get deep on checkout economics and be expected to out-detail the customer's own finance person. You will close enterprise and education accounts where the platform and the payments decision are the same decision.
You will sit in the same room as the people building the product and feed what you learn in the field straight into product, pricing, and the playbook.
Success metrics: 90 days—you know the payments product cold, have built your own target list, are generating first meetings without handed leads, and have closed something. 6 months—you are at or over quota consistently, your pipeline is self-generated and predictable, and accounts you closed have gone live. 12 months—you are the person the company points to when it wants to know how payments get sold.
Teachable operates as a remote-first culture with in-person events throughout the year for bonding, strategic alignment, goal-setting, and celebrations.
REQUIREMENTS:
- 2+ years closing B2B SaaS, fintech, or payments, full cycle, with a track record you can defend number by number
- Real experience self-sourcing a meaningful share of your own pipeline
- A structured sales methodology you actually run (MEDDPICC, SPIN, Challenger, or equivalent)
- Clean CRM habits; if it is not in the system, it does not exist
- Nice to have: payments or fintech background, experience selling to creators or owner-operators
