Role OverviewWe 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
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.
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
- A 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
- 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
- Health Care Plan (Medical, Dental & Vision)
- Retirement Plan (401k)
- Life Insurance
- Flexible Paid Time Off
- 9 paid Holidays
- Free Food & Snacks in Orlando office
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