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Worth AIWorth AI

Director of Sales, Enterprise

Leads enterprise new-logo acquisition and expansion while personally closing complex fintech and financial-services deals, carrying an individual quota, and coaching a team of senior AEs and SDRs. Requires 8+ years of enterprise B2B SaaS sales, frontline leadership experience, and a proven six- and seven-figure deal record.

About the job

Responsibilities

Player responsibilities

  • Hunt, own, and close strategic enterprise accounts, including banks, credit unions, payment processors, lenders, and platform fintechs.
  • Carry an individual quota in addition to the team quota.
  • Lead discovery, scoping, demos, technical evaluation support, commercial negotiations, redlines, and contract close.
  • Generate pipeline through outbound prospecting, networks, partner channels, and events.
  • Serve as the senior deal voice on major opportunities and unblock deals at any stage.

Coaching and leadership responsibilities

  • Hire, develop, and retain Enterprise AEs and supporting SDRs.
  • Run 1:1s, pipeline reviews, deal reviews, and call coaching.
  • Own forecasting accuracy and provide defensible weekly forecasts to the CRO.
  • Partner with Marketing on ABM, Product on roadmap feedback, Customer Success on handoffs and expansion, and Partnerships on co-selling.
  • Establish pipeline, stage-conversion, cycle-time, and win-rate targets.
  • Present sales performance, pipeline health, competitive intelligence, and strategic recommendations to executives and the board.

Requirements

  • 8+ years of enterprise B2B SaaS sales experience, including at least 4 years in frontline sales leadership managing AEs.
  • Documented experience personally closing six- and seven-figure ACV deals.
  • Experience selling to financial institutions, fintechs, payment processors, lenders, or adjacent regulated industries.
  • Familiarity with KYB, KYC, IDV, AML, fraud, underwriting, or onboarding tooling.
  • Player/coach experience leading a team while personally running deals.
  • Fluency with HubSpot, Outreach or Salesloft, Gong or Chorus, LinkedIn Sales Navigator, and ZoomInfo or similar tools.
  • Mastery of a structured enterprise sales methodology such as MEDDPICC, Command of the Message, Challenger, or Force Management, with the ability to teach it.
  • Strong commercial judgment regarding pricing, packaging, contracts, and procurement.
  • Executive presence and writing suitable for Chief Risk Officers and boards.

Benefits

  • Medical, dental, and vision coverage
  • 401(k) retirement plan
  • Life insurance
  • Flexible paid time off
  • 9 paid holidays
  • Free food and snacks in the Orlando office

Skills

B2B SaaS, Enterprise Sales, Sales Leadership, HubSpot, Outreach, Salesloft, Gong, Chorus, LinkedIn Sales Navigator, ZoomInfo, MEDDPICC, ABM, Kyb, Kyc, AML

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