Account Executive III

Teachable Payments is a merchant-of-record checkout built for creators. We handle sales tax across every US state and 18 countries, support 35+ payment methods, run affiliate payouts and the tax back office, and we migrate accounts for the customer instead of handing them a help doc. Your job is to go get it.

• Own a book of high-volume creators and businesses already on Teachable, and move their checkout and payment processing onto Teachable Payments.
• Hunt. Build your own pipeline against real buying signals; competitor pricing changes, processing volume, launches, overage.
• Run full cycle: prospect, discover, build the business case (total cost of processing, tax exposure, migration risk), negotiate, close.
• 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 you will be expected to out-detail the customer's own finance person.
• Close enterprise and education accounts where the platform and the payments decision are the same decision.
• Sit in the same room as the people building the machine, and feed what you learn in the field straight into product, pricing and the playbook.

• 90 days: you know the payments product cold, you have built your own target list, you are generating first meetings without anyone handing you leads, and you have closed something.
• 6 months:  you are at or over quota consistently, your pipeline is self-generated and predictable, and the accounts you closed have actually gone live. A signed deal that never activates is not a deal here.
• 12 months: you are the person this company points at when it wants to know how payments get sold, and the first person we ask when we hire the next two.

• You have carried a number and beaten it, repeatedly, and you can walk us through exactly how.
• You prospect. Not "open to prospecting"; you have built a pipeline out of nothing and you liked it.
• You are relentless on follow-up. These deals need persistence across finance, ops and the creator themselves.
• Payments, fintech, checkout, billing or commerce infrastructure genuinely interests you. You want to understand merchant of record, tax nexus, interchange and chargebacks, not just recite features.
• You measure yourself in outcomes, not hours. Nobody here will count your time; everybody here will count your results. When a deal needs a Sunday, you already know it without being told.
• You want ownership more than you want process. You will be handed a market and asked to figure it out; with support, without hand-holding.
• Building your own workflow with AI tools excites you rather than threatens you.

• People who need a mature playbook, a full pipeline handed to them, and three layers of enablement before they dial.
• People who want to manage an existing book and grow it 10%.
• People who would rather be right than close.

• 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 methodology you actually run (MEDDPICC, SPIN, Challenger;  we do not care which one, we care that you have one).
• Clean CRM habits. If it is not in the system, it does not exist.
• Nice to have: a payments or fintech background, experience selling to creators or owner-operators.

• Full remote.