Director of Sales, Enterprise

Worth AI
Tampa, FL
Category Sales
Remote
Job Description
Role Overview

We are hiring a Director of Sales, Enterprise to own new logo acquisition and expansion across our enterprise segment — financial institutions, top-tier fintechs, payment processors, ISVs, and lenders writing the biggest checks in our pipeline. This is a player/coach role: you will personally carry a quota and run our largest, most complex deals while building, coaching, and scaling a small team of senior Enterprise AEs and SDRs underneath you.

What You Will Do

As a Player (roughly 50% of your time) personally hunt, own and close a named list of strategic enterprise accounts mid-market and enterprise banks, credit unions, payment processors, lenders, and platform fintechs. Drive measurable pipeline yourself through outbound, network, partner channels, and event work — you are not waiting on marketing or SDRs to feed you.

Why It Might Be a Fit

8+ years of enterprise B2B SaaS sales experience, with at least 4 years in a frontline sales leadership role managing AEs. A documented, repeatable track record of personally closing six- and seven-figure ACV deals — you can name the logos, the deal sizes, and the cycle times.

Requirements

  • 8+ years of enterprise B2B SaaS sales experience
  • at least 4 years in a frontline sales leadership role managing AEs
  • documented, repeatable track record of personally closing six- and seven-figure ACV deals
  • direct experience selling into financial institutions, fintechs, payment processors, lenders, or adjacent regulated industries
  • familiarity with KYB, KYC, IDV, AML, fraud, underwriting, or onboarding tooling
  • operating fluency in a modern sales stack: HubSpot (our CRM), Outreach/Salesloft, Gong/Chorus, LinkedIn Sales Navigator, ZoomInfo or similar
  • mastery of a structured enterprise sales methodology (MEDDPICC, Command of the Message, Challenger, Force Management, or similar) and the ability to teach it
  • sharp commercial instincts on pricing, packaging, paper, and procurement
  • executive presence and writing that holds up in front of a Chief Risk Officer or a board

Benefits

  • Health Care Plan (Medical, Dental & Vision)
  • Retirement Plan (401k)
  • Life Insurance
  • Flexible Paid Time Off
  • 9 paid Holidays
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