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Director, Software Sales- Upper Mid-Market

Versapay· Sales
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Remote$150k - $170k + bonusRegular Full-TimePosted 3mo ago

About the role

Director of Software Sales overseeing Upper Mid-Market (UMM) to grow bookings and revenue from $100M+ companies; lead a high-performing Software AEs team, coordinate with Sales Development and Strategic Partner Sales, and drive cross-functional collaboration to achieve revenue targets.

Responsibilities

  • Coach and executive sponsor a team of Software Sales AEs responsible for closing multi-threaded deals referred by SDRs, FVARs, and Strategic Partner Sales Teams to maximize sales.
  • Deploy best-in-class sales strategies and processes and co-create and execute the blueprint for the team’s success.
  • Act as the primary point of contact for Software prospects’ inquiries, concerns, and escalations.
  • Negotiate high-value software agreements and terms to ensure favorable outcomes for both customers and Versapay.
  • Maintain a deep understanding of the pains we solve and how to build a business case for change with prospects.
  • Collaborate with Marketing and Partner teams to leverage partner relationships, meet bookings targets, and develop joint marketing initiatives, co-selling opportunities, and co-development projects.
  • Establish KPIs and operating mechanisms to measure sales success and partnership effectiveness.
  • Monitor sales team performance and track progress toward targets.
  • Provide regular reports to senior management on sales activities and outcomes (conversion rates, pipeline generated, pipeline closed).
  • Collaborate cross-functionally with Sales Development, Sales Engineering, Product, Marketing, Sales Support, Underwriting, and Implementation teams.
  • Collaborate with Product Development to ensure product-market fit and confirm integrations for mutual clients.

Qualifications

  • 7+ years of experience in fast-paced SaaS or Fintech
  • 5+ years leading a SaaS Sales team
  • 3+ years leading an Upper Mid Market or Enterprise team
  • 5+ years negotiating with Finance leaders (Controllers, VPs of Finance, CFOs, CTOs, CIOs, CAOs)
  • Experience implementing and coaching with a proven sales methodology and end-to-end sales process
  • Proven track record building relationships with key decision makers and exceeding quota
  • Experience leading virtual teams across geographies
  • Experience creating operational rigor and KPI replication
  • Experience in the payments industry a plus

Skills

Required:SaaS sales leadershipNegotiation with Finance leadershipSales methodology coaching
Last updated Oct 21, 2026. Interested? Apply on the company site.

About Versapay

Accounts receivable automation platform

Versapay’s unified accounts receivable automation platform simplifies the invoice-to-cash process by automating invoicing, facilitating B2B payments, and streamlining cash application with AI.

accounts receivableautomationB2B paymentsinvoice-to-cashAI
Company profileWebsite

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