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Job Description:

  • Own a book of high-volume creators and businesses already on Teachable and move their checkout and payment processing onto Teachable Payments
  • Build a self-sourced pipeline using buying signals such as competitor pricing changes, processing volume, launches, and overage
  • Run the full sales cycle: prospect, discover, build business cases covering processing costs, tax exposure, and migration risk, negotiate, and close
  • Sell payments migrations involving money movement, tax liability, and operational risk
  • Develop deep knowledge of checkout economics and out-detail customers’ finance teams
  • Close enterprise and education accounts where platform and payments decisions coincide
  • Feed field insights into product, pricing, and the sales playbook
  • Achieve success milestones including learning the payments product, building target lists, generating first meetings, closing deals, reaching quota, generating predictable pipeline, and ensuring closed accounts go live

Requirements:

  • 2+ years closing B2B SaaS, fintech, or payments in a full-cycle sales role
  • Track record of carrying and repeatedly beating a quota
  • Proven experience self-sourcing a meaningful share of your own pipeline
  • Structured sales methodology such as MEDDPICC, SPIN, or Challenger
  • Clean CRM habits and CRM discipline
  • Genuine interest in payments, fintech, checkout, billing, or commerce infrastructure
  • Understanding or willingness to understand merchant of record, tax nexus, interchange, and chargebacks
  • Ability to build workflows with AI tools
  • Persistence across finance, operations, and creator primary stakeholders
  • Nice to have: experience working at or selling against payments/fintech target companies or selling to creators/owner-operators
  • Must be based in the USA

Benefits:

  • Equal opportunity employer committed to a fair and consistent interview process
  • Accommodation support for applying or performing the job
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Common Interview Questions And Answers

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