VP of Sales, Enterprise

PomeroyAnywhere - US (Remote/Work from Home), Anywhere

About The Position

The VP of Sales, Enterprise is responsible for leading and scaling Pomeroy’s enterprise business across a defined set of strategic accounts. This leader will drive profitable growth through deep account management, portfolio expansion, and disciplined execution across a complex, services-led offering. This is a transform-the-engine role—shifting from transactional account coverage to a true enterprise account management model that expands relationships, increases share of wallet, and drives long-term value across the full portfolio.

Requirements

  • Proven leadership in enterprise sales within IT services and solutions
  • Track record managing complex, Fortune 500-level accounts
  • Demonstrated success in: Expanding existing enterprise relationships, Selling multi-solution, services-led offerings, Leading large, complex deal cycles
  • Operator mindset—methodical, disciplined, and deeply engaged in the business
  • Hands-on leader who sets the tone for execution, accountability, and rigor
  • Strong commercial acumen with expertise in deal shaping and pricing strategy
  • Ability to build credibility with both customers and internal stakeholders
  • Experience building or transforming enterprise sales teams
  • Proven ability to drive account expansion and portfolio growth
  • Deep understanding of complex enterprise sales motions
  • Strong executive presence with experience engaging Fortune 500 stakeholders
  • Relentless focus on pipeline discipline, forecast accuracy, and deal quality

Responsibilities

  • Own performance across a portfolio of large, complex enterprise accounts
  • Drive growth through expansion within existing customers, increasing share of wallet across services and solutions
  • Lead the shift toward full portfolio adoption, including Managed Services, ACS, Smart Desk, and Professional Services
  • Ensure consistent pipeline health with 3–4x coverage to support predictability
  • Build and enforce a true enterprise account management strategy: Deep and wide relationship mapping, Executive engagement and alignment, Structured account planning and QBRs
  • Move the team from reactive selling to proactive, strategic account ownership
  • Drive a “protect and grow” model across all key accounts
  • Lead a team of enterprise account executives, with full accountability for performance, development, and hiring
  • Elevate execution through: Sales methodology adoption, Deal qualification rigor, Pipeline discipline and forecasting accuracy
  • Conduct 90-day performance assessments and upgrade talent as needed
  • Set a high bar for ownership, accountability, and consistency
  • Personally engage in strategic accounts and high-value deals
  • Lead deal strategy, pricing, and solution shaping to maximize long-term value and margin
  • Ensure strong qualification, competitive positioning, and deal progression
  • Partner closely with Services leadership to improve alignment and expand services-led growth
  • Work effectively within a shared Solution Architect model to build differentiated solutions
  • Collaborate with Marketing on ABM, executive engagement, and targeted expansion plays
  • Lead a horizontal enterprise coverage model across industries
  • Drive strategic account planning discipline across the team
  • Partner with vendors and internal stakeholders to expand within existing accounts
  • Improve pipeline generation and deal velocity through structured GTM execution
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