Lease Sales Representative - Business Development / B2B

Penske•Bedford, OH

About The Position

Penske is seeking a Lease Sales Representative to develop business and manage an assigned territory in a fast-paced, results-driven sales environment. The role is responsible for building executive-level relationships and delivering customized transportation solutions that help businesses improve operations, increase efficiency, and address complex challenges. The representative serves as a trusted transportation consultant, using Penske technology and insights to support customer outcomes. The position offers a competitive base salary plus performance-based commission, a company-provided vehicle for business and personal use, training and development, sales technology, medical, dental, and vision coverage, retirement plans, paid sick days, employee referral bonuses, a flexible and supportive work structure, and advancement opportunities.

Requirements

At least 5 years of executive-level sales experience, or experience in a sales support role with executive-level customer exposure; service and transportation selling experience is preferred.
Proven success meeting or exceeding sales quotas in competitive, field-based B2B environments; transportation, logistics, or fleet-management experience is preferred.
Demonstrated consultative and strategic selling skills, including presenting multiple products and services to C-level executives verbally and in writing.
Strong executive-level communication, negotiation, and influencing skills, including the ability to close complex, multi-party deals.
Ability to build rapport and relationships with internal and external customers at all levels.
Business acumen to understand customer needs and financial impacts and identify growth opportunities.
Proficiency with CRM systems and data-driven tools, and ability to manage a pipeline, territory, time, and priorities effectively.
Organizational and time-management skills, including the ability to prioritize multiple projects or workstreams.
Skill operating Microsoft Word, Excel, PowerPoint, Outlook, and sales CRM software.
High school diploma or equivalent required.
Valid driver’s license required.
Must maintain regular, predictable, full attendance.
Must be willing to travel as necessary, work the hours necessary to accomplish job duties, and work at the 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.
Experience in transportation, logistics, fleet management, or service and transportation selling.

Responsibilities

Prospect, develop, and close new, add-on, and retention opportunities within an assigned territory to meet annual quota targets.
Identify leads through cold calling, networking, and referrals across Penske product lines.
Build and maintain strategic relationships with C-suite executives and other key decision-makers.
Understand customer operations and provide transportation consulting and insights to improve business outcomes.
Negotiate leasing and maintenance agreements that create mutual value for customers and Penske.
Conduct partnership reviews using Salesforce, fleet analytics, and business-insights tools to identify growth opportunities and expand customer business across product lines.
Collaborate with internal teams and Corporate Sales early in the sales process to communicate Penske’s value proposition, align growth strategies, and support seamless service delivery.
Qualify opportunities by assessing 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 in Salesforce and maintain communication with prospects and customers throughout the sales cycle.