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Worth AI logo

Director of Sales, Enterprise

Worth AI
Posted May 27, 2026, 7:36 PM UTC
🇺🇸United States🏠Remote📁Sales
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Worth is a B2B SaaS fintech platform that consolidates SMB onboarding and underwriting into a single AI-powered system for financial institutions, credit unions, fintechs, lenders, payment processors, and ISVs. 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. If you only want to manage from a forecast spreadsheet, this is not the job. If you want to sit in the deal, sharpen the message, build the playbook, and develop the next generation of Worth sellers while you do it — read on. Responsibilities 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. 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. As a Coach (roughly 50% of your time) 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.

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