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VP, Corporate Fleet Sales

Wheels

Schaumburg, Illinois

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JOB DETAILS
SKILLS
Business Growth, Business Performance Management, Business Strategy, Coaching, Continuous Improvement, Corporate Sales, Credit Risk, Cross-Functional, Customer Relations, Customer Relationship Management (CRM), Customer Retention/Renewal, Employee Retention, Executive Relationships, Finance, Fleet Management, Fleet Sales, Forecasting, Government Organizations, Leadership, Legal, Market Entry Strategy, Marketing, Meet Sales Quota, Organizational Skills, Performance Management, Pricing, Product Pricing, Profit & Loss, Profit & Loss Management, Revenue Growth, Revenue Planning, Risk, Sales, Sales Pipeline, Sales Strategy, Solution Sales, Strategic Accounts, Talent Management, Thought Leadership, Vehicle Driving, Vehicle Fleets
LOCATION
Schaumburg, Illinois
POSTED
24 days ago
Job Description:

JOB OVERVIEW

Reporting to the Chief Commercial Officer, this role leads the Strategic Sales organization for Wheels, with primary responsibility for achieving corporate fleet sales targets, driving revenue growth, and managing the P&L for the corporate fleet sales function. This leader will serve as a key commercial executive, engaging directly with senior leadership, board members, and investors on growth strategy and business performance

KEY RESPONSIBILITIES - ESSENTIAL FUNCTIONS

  • Define and execute the corporate fleet sales strategy to achieve revenue growth and market expansion targets
  • Own and manage the corporate fleet sales P&L, including revenue, margin, and cost performance against plan
  • Own and deliver against annual sales goals, pipeline development, and forecast accuracy
  • Lead the pursuit and closure of large, complex, multi-year enterprise fleet deals, including oversight of pricing, credit risk, and deal structure
  • Build and maintain executive-level relationships with key clients and prospects
  • Engage with senior leadership, board members, and investors to communicate commercial strategy, growth trajectory, and portfolio performance
  • Develop and lead a high-performing sales team, including coaching, performance management, and talent development
  • Drive solution-based selling by aligning fleet strategies to client business objectives (e.g., cost, productivity, driver experience)
  • Partner cross-functionally with operations, finance, legal, and credit to structure competitive, scalable client solutions that appropriately balance growth with risk
  • Establish disciplined sales processes, CRM usage, and pipeline governance across the organization
  • Support strategic account growth through renewals, expansions, and executive engagement
  • Represent the company in the market, contributing to thought leadership and go-to-market strategy
  • Performs other duties as assigned

LEADERSHIP RESPONSIBILITIES

Number of Direct Reports:
  • 3

Number of Indirect Reports:
  • 16

Budget/PNL Responsibility:

Full P&L ownership for the corporate fleet sales function

Leadership Responsibilities Strategy:
  • Set the vision and direction for the corporate fleet sales organization, aligning team priorities to overall company growth objectives
  • Lead and develop a high-performing sales team, establishing a culture of accountability, ownership, and continuous improvement
  • Drive performance through clear goals, pipeline discipline, and consistent coaching on complex deal strategy
  • Build and maintain a strong leadership bench by attracting, developing, and retaining top sales talent
  • Operate as an executive leader, contributing to broader commercial strategy and organizational decision-making
  • Serve as a trusted voice with the CEO, CFO, and investor audiences on commercial performance, market dynamics, and growth opportunities
  • Lead by example in client engagement, particularly in high-value, strategic pursuits and executive-level relationships
  • Champion a customer-centric mindset, ensuring client needs and outcomes are central to all sales activities
  • Promote a culture that reflects company values, including integrity, collaboration, and innovation

COMPETENCIES - SKILLS

  • Proven ability to lead and scale a high-performing sales organization, with full accountability for revenue growth, P&L management, and business performance
  • Strong strategic thinking skills, with experience defining and executing go-to-market plans, target segments, and growth strategies
  • Demonstrated success owning and delivering against team-based revenue targets, including pipeline development and forecast accuracy
  • Deep expertise in building and enforcing sales process discipline, including pipeline management, deal inspection, and CRM governance
  • Track record of hiring, developing, and retaining top sales talent, including coaching both individual contributors and frontline leaders
  • Strong commercial and financial acumen, with the ability to evaluate deal structures, pricing strategies, credit risk, and overall business impact
  • Ability to operate cross-functionally at an executive level, partnering with operations, finance, legal, marketing, and product to drive results
  • Excellent executive presence, communication, and influencing skills, with the ability to engage board members, investors, and senior stakeholders both internally and externally
  • Demonstrated ability to drive organizational alignment, accountability, and performance through clear goals and operati

About the Company

W

Wheels