About The Position

This role is for a Lease Sales Representative in a fast-paced, results-driven sales environment focused on strategic partnerships and revenue growth. The representative will manage their own territory, requiring self-motivation and personal responsibility for time and priorities. Key responsibilities include building executive-level relationships, delivering customized solutions to improve business operations, increase efficiency, and solve complex challenges. The role involves acting as a trusted transportation consultant, utilizing Penske's industry-leading technology and insights.

Requirements

  • Proven success in meeting or exceeding sales quotas in competitive, field-based B2B environments, preferably in transportation, logistics, or fleet management.
  • Strong executive-level communication and negotiation skills, with the ability to influence C-suite stakeholders and close complex, multi-party deals.
  • Consultative selling approach with business acumen to understand customer needs, financial impacts, and uncover growth opportunities.
  • Proficiency with CRM systems and data-driven tools, with the ability to manage pipeline, territory, and time effectively.
  • Self-motivated, adaptable, and collaborative, with resilience in long sales cycles and the ability to work cross-functionally with internal teams.
  • 5+ years of executive level sales experience or experience in a sales support role with executive level exposure to customers, preferably in a service and transportation selling environment.
  • Demonstrated ability in consultative and strategic selling techniques, including previous experience in articulating / presenting multiple products and services to C-level executives both verbally and in writing.
  • Ability to connect and build rapport / relationships with internal and external customers at all levels.
  • Strong organizational skills, time management skills, and the ability to prioritize multiple projects / work streams.
  • Skill in the operation of variety of computer software programs, including Microsoft Word, Excel, PowerPoint, Outlook, and Sales CRM.
  • High School Diploma or equivalent required.
  • Valid Driver’s license required.
  • Regular, predictable, full attendance is an essential function of the job.
  • Willingness to travel as necessary, work the hours necessary to accomplish the job duties, work at the specific location required, complete Penske employment application, submit to a background investigation (to include past employment, education, and criminal history) and drug screening required.

Nice To Haves

  • Bachelor’s degree in Sales, Marketing, or related field preferred.

Responsibilities

  • Prospect, develop, and close new, add, and retention opportunities within assigned territory to meet annual quota targets, including identifying leads through cold calling, networking, and referrals across Penske's diverse product lines.
  • Build and maintain strategic relationships with C-suite executives and key decision-makers to drive long-term partnerships.
  • Act as a trusted transportation consultant by understanding customer operations and delivering insights that improve their business outcomes.
  • Negotiate complex leasing and maintenance agreements that create mutual value for customers and Penske.
  • Conduct regular partnership reviews using data-driven intelligence— leveraging Salesforce, fleet analytics, and business insights tools — to identify growth opportunities and expand share of wallet across product lines.
  • Collaborate with internal teams and the Corporate Sales team early in the sales process to articulate Penske's full value proposition, align on growth strategy, and ensure seamless 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 to expand network and market presence.
  • Stay informed on industry trends, competitive landscape, and regulatory changes to position solutions effectively.
  • Manage pipeline proactively using Salesforce and maintain consistent communication with prospects and customers throughout the sales cycle.

Benefits

  • Competitive base salary + performance-based commission
  • A company-provided vehicle for both business and personal use
  • Comprehensive training and development from day one
  • Best-in-class sales technology that gives you a competitive edge in the market
  • Comprehensive benefits including medical, dental, and vision coverage
  • Retirement plans
  • Paid sick days and employee referral bonuses
  • Flexible, supportive work structure
  • Real advancement opportunities across sales, operations, and more
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