Director of Sales – Enterprise
Posted 54mins ago
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Job Description
Player/coach Director of Sales acquiring enterprise customers for Worth’s AI-powered B2B fintech SaaS platform. Building and coaching a team of senior Enterprise AEs and SDRs.
Responsibilities:
- Own new logo acquisition and expansion across Worth's enterprise segment
- Personally hunt, own, and close strategic enterprise accounts, including banks, credit unions, payment processors, lenders, and platform fintechs
- Carry a direct individual quota in addition to the team's number
- Run discovery, scoping, demos, technical evaluation support, commercial negotiations, redlines, and contract closes with support from Solutions, Product, Legal, and Finance
- Drive measurable pipeline through outbound, networks, partner channels, and events
- Serve as the senior voice on Worth's biggest deals and unblock deals at any stage
- Hire, develop, and retain a high-performing team of Enterprise AEs and supporting SDRs
- Run weekly 1:1s, pipeline reviews, deal reviews, and call coaching
- Own forecasting accuracy and submit a defensible weekly forecast to the CRO
- Partner with Marketing on ABM, Product on roadmap signals, CS on handoffs and expansion, and Partnerships on co-sell motions
- Build the operating cadence around pipeline generation, stage conversion, cycle time, and win-rate targets
- Present sales performance, pipeline health, competitive intelligence, and strategic recommendations to the executive team and board as needed
Requirements:
- 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, 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
- Free Food & Snacks in Orlando office















