[Remote] Account Executive, Payments

Note: The job is a remote job and is open to candidates in USA. Teachable is hiring an Account Executive to sell Teachable Payments to creators and businesses already using its platform. The role owns full-cycle sales, from self-sourced prospecting and discovery through migration planning, negotiation, and close, while sharing field insights with product and pricing teams.

Responsibilities

• 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

Skills

• You have carried a number and beaten it, repeatedly, and you can walk us through exactly how
• You are highly motivated, drive outcomes, and thrive in an environment where speed and ownership matter
• You have built a pipeline out of nothing and you liked it
• These deals need persistence across finance, ops, and the creator primary stakeholder
• 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
• 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
• 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 care that you have one)
• Clean CRM habits. If it is not in the system, it does not exist
• 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

Benefits

• Full Remote

Company Overview