Account Executive, 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.

• Feed field insights directly into product: Sit in the same room as the people building the machine, feeding 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.

• Track record: You have carried a number and beaten it, repeatedly, and you can walk us through exactly how.

• High motivation: You are highly motivated, drive outcomes, and thrive in an environment where speed and ownership matter.

• Proactive hunter: You prospect. Not "open to prospecting"—you have built a pipeline out of nothing and you liked it.

• Relentless follow-up: These deals need persistence across finance, ops, and the creator primary stakeholder.

• Fintech interest: 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.

• Outcome-driven: You measure yourself in outcomes, not hours. Nobody here will count your time; everybody here will count your results.

• Ownership mindset: 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.

• AI-native: 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.

• 2+ years closing B2B SaaS, fintech, or payments, full cycle, with a track record you can defend number by number.

• Proven self-sourcing: Real experience self-sourcing a meaningful share of your own pipeline.

• Structured methodology: A structured methodology you actually run (MEDDPICC, SPIN, Challenger; we care that you have one).

• CRM discipline: Clean CRM habits. If it is not in the system, it does not exist.

• Nice to have: Experience working at or selling against payments/fintech target companies (e.g., Paddle, FastSpring, SamCart, Whop, Toast, Block/Square, Shopify/Shop Pay, Stripe, Finix, Recurly, Chargebee, Recharge) or experience selling to creators/owner-operators.

• Full Remote (with candidate sourcing focused on Austin, Houston, and Dallas, TX).