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Worth AI

Director of Sales, Enterprise

Worth AI

Director of Sales for enterprise accounts in a B2B SaaS fintech platform, focusing on new logo acquisition and team development as a player/coach.

Posted 5/14/2026full-timeRemote • Florida • 🇺🇸 United StatesLeadWebsite

About the role

Key responsibilities & impact
  • 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.
  • Carry a direct, individual quota in addition to your team's number.
  • Run discovery, scoping, demo, technical evaluation support, commercial negotiation, redlines, and contract close with assists from Solutions, Product, Legal, and Finance.
  • Drive measurable pipeline yourself through outbound, network, partner channels, and event work — you are not waiting on marketing or SDRs to feed you.
  • Be the senior voice in the room on Worth's biggest deals including ones your AEs are running and step in to unblock at any stage.
  • Hire, develop, and retain a high-performing team of Enterprise AEs and supporting SDRs raise the bar with every hire.
  • Run weekly 1:1s, pipeline reviews, deal reviews, and call coaching. Listen to recorded calls, ride along on live ones, and give specific, actionable feedback within 24 hours.
  • Own forecasting accuracy. Submit a weekly call to the CRO that you can defend deal-by-deal.
  • Partner closely with Marketing on ABM, with Product on roadmap signal from the field, with CS on handoff and expansion, and with Partnerships on co-sell motions.
  • Build the operating cadence: pipeline generation targets, stage conversion targets, cycle-time targets, win-rate targets — and hold the team to them.
  • Present sales performance, pipeline health, competitive intel, and strategic recommendations to the executive team and board as needed.

Requirements

What you’ll need
  • 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.
  • 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
  • A genuine player/coach disposition you have run deals while leading a team and can point to AEs whose careers you have measurably advanced.
  • 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. You know when to hold, when to concede, and when to walk.
  • Executive presence and writing that holds up in front of a Chief Risk Officer or a board.

Benefits

Comp & perks
  • Health Care Plan (Medical, Dental & Vision)
  • Retirement Plan (401k)
  • Life Insurance
  • Flexible Paid Time Off
  • 9 paid Holidays
  • Free Food & Snacks in Orlando office

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
B2B SaaS salesenterprise sales leadershipclosing six-figure dealsclosing seven-figure dealssales methodologypipeline generationforecasting accuracycommercial negotiationdeal reviewscoaching
Soft Skills
player/coach dispositionexecutive presencecommunicationleadershipteam developmentfeedbackstrategic thinkingrelationship buildingpresentation skillscommercial instincts