About The Position

The Lease Sales Representative owns an assigned territory and is responsible for developing customer relationships and growing revenue through leasing and related business solutions. The role works in a fast-paced, results-driven sales environment and requires self-motivation, sound time management, and personal responsibility. The representative acts as a transportation consultant, using Penske technology, analytics, and business insights to understand customer operations and recommend customized solutions. The role includes prospecting and closing opportunities, managing a sales pipeline, negotiating agreements, and collaborating with internal teams to support customer growth and service delivery. Travel and the hours needed to accomplish job duties are required.

Requirements

  • At least 5 years of executive-level sales experience or sales-support experience involving executive-level customer exposure; service and transportation sales experience is preferred.
  • Demonstrated ability to meet or exceed sales quotas in competitive, field-based B2B environments; transportation, logistics, or fleet management experience is preferred.
  • Experience with consultative and strategic selling, including presenting multiple products and services verbally and in writing to C-level executives.
  • Strong executive-level communication, relationship-building, and negotiation skills, including the ability to influence stakeholders and close complex, multi-party deals.
  • Business acumen to understand customer needs and financial impacts and identify growth opportunities.
  • Proficiency with CRM systems and data-driven tools, and the ability to manage a pipeline, territory, and time effectively.
  • Strong organizational and time-management skills, including the ability to prioritize multiple projects or work streams.
  • Self-motivation, adaptability, collaboration, and resilience in long sales cycles, with the ability to work cross-functionally.
  • Skill operating computer software including Microsoft Word, Excel, PowerPoint, Outlook, and sales CRM software.
  • High school diploma or equivalent required.
  • Valid driver’s license required.
  • Regular, predictable, full attendance is an essential job function.
  • Willingness to travel as necessary, work the hours necessary to accomplish job duties, and work at the specific required location.
  • Must complete the Penske employment application and submit to a background investigation, including past employment, education, and criminal history, and drug screening.

Nice To Haves

  • Bachelor’s degree in Sales, Marketing, or a related field preferred.
  • Sales experience in transportation, logistics, or fleet management preferred.
  • Service and transportation selling experience preferred.

Responsibilities

  • Prospect, develop, and close new, add-on, and retention opportunities in an assigned territory to meet annual quota targets.
  • Identify leads through cold calling, networking, and referrals across Penske product lines, including Penske Trailer Plus, Penske Fleet Management, Logistics, and On-Site.
  • Build and maintain strategic relationships with C-suite executives and other key decision-makers.
  • Understand customer operations and provide transportation insights and solutions to improve business outcomes.
  • Negotiate leasing and maintenance agreements that create mutual value for customers and Penske.
  • Conduct regular partnership reviews using Salesforce, fleet analytics, and business insights tools to identify growth opportunities and expand customer relationships across product lines.
  • Collaborate with internal teams and Corporate Sales early in the sales process to communicate Penske’s value proposition, align growth strategy, and support service delivery.
  • Qualify opportunities by evaluating customer fit, deal structure, and long-term partnership potential.
  • Represent Penske at industry events, trade shows, and client meetings.
  • Monitor industry trends, the competitive landscape, and regulatory changes to position solutions effectively.
  • Manage the sales pipeline using Salesforce and maintain consistent communication with prospects and customers throughout the sales cycle.

Benefits

  • Competitive base salary and performance-based commission
  • Company-provided vehicle for business and personal use
  • Comprehensive training and development from day one
  • Best-in-class sales technology
  • Medical, dental, and vision coverage
  • Retirement plans
  • Paid sick days
  • Employee referral bonuses
  • Flexible, supportive work structure
  • Advancement opportunities across sales, operations, and other areas
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