Account Executive III

The opportunity you would own: payments

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.

What you would actually do

• 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.

What success looks like

• 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.

Who this is for

• 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.

Who this is not for

• 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.

What you will bring

• 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.

Working model 

• Full remote.