Lease Sales Representative - Business Development / B2B

About the role

Join a fast-paced, results-driven sales environment where your expertise drives strategic partnerships and revenue growth. As a Lease Sales Representative, you'll own your territory, building executive-level relationships and delivering customized solutions that help businesses improve operations, increase efficiency, and solve complex challenges.

Responsibilities

• Possess and exceed annual quota targets by prospecting, developing, and closing new, add, and retention opportunities within your assigned territory.
• Identify leads through cold calling, networking, and referrals across Penske's diverse product lines (Penske Trailer Plus, Penske Fleet Management, Logistics, On-Site, etc.).
• 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.
• Represent Penske at industry events, trade shows, and client meetings to expand your network and market presence.
• Stay informed on industry trends, competitive landscape, and regulatory changes to position solutions effectively.
• Manage your pipeline proactively using Salesforce and maintain consistent communication with prospects and customers throughout the sales cycle.

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.
• A 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.

Qualifications

• 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.
• 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.
• Valid Driver’s license required.
• 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.

Benefits

Competitive base salary + performance-based commission
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