Account Executive (Payments)

• At Teachable, we power hundreds of millions of dollars a year in creator sales, and we are in the middle of rebuilding how this company goes to market; from the ground up, with AI in the stack from day one
• That means the sales motion you are joining is being written right now. We are instrumenting the funnel from zero, building signal-driven prospecting on top of AI tooling, and replacing manual research and hand-typed email with systems
• You would be one of a small number of people whose fingerprints end up on all of it
• Most sellers never get this shot. You either join a startup with no product and no customers, or a large company where the playbook was frozen five years before you arrived
• This is the rare third thing: a real business at real scale, with a product people already love, being rebuilt in public
• 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
• 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
• 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

Benefits

• Comprehensive health, dental, and vision coverage
• Discretionary paid vacation
• Paid sick leave
• Tax-free commuter benefits
• Paid parental leave up to 16 weeks
• Professional education credit or supplemental student loan repayment
• 50% gym or wellness match
• 401(k) with 4% match
• Flexibility to work from home
• Company and team outings
• Donation Match Program Millie Giving

• Relentless follow-up: These deals need persistence across finance, ops, and the creator primary stakeholder
• Proactive hunter: You prospect. Not “open to prospecting”—you have built a pipeline out of nothing and you liked it
• Track record: You have carried a number and beaten it, repeatedly, and you can walk us through exactly how
• 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
• 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
• AI-native: Building your own workflow with AI tools excites you rather than threatens you
• High motivation: You are highly motivated, drive outcomes, and thrive in an environment where speed and ownership matter
• Structured methodology: A structured methodology you actually run (MEDDPICC, SPIN, Challenger; we care that you have one)
• Proven self-sourcing: Real experience self-sourcing a meaningful share of your own pipeline
• 2+ years closing B2B SaaS, fintech, or payments, full cycle, with a track record you can defend number by number
• 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