Lease Sales Representative, Business Development

Tech Sales Jobs; San Diego (CA); On-site; USD 90,000 - 130,000; Full time

Benefits offered by this job

Base salary + commission

Company vehicle for business/personal

Training and development

Sales technology

Medical/dental/vision

Retirement plans

Paid sick days

Referral bonuses

Flexible work structure

Advancement opportunities

Job summary

Penske Truck Leasing/Transportation Solutions in San Diego seeks a Lease Sales Representative to drive new business and retention within a defined territory, leveraging Penske's fleet solutions and analytics to deliver value.

You will build executive relationships, negotiate leasing terms, and collaborate with cross-functional teams to ensure seamless service delivery and growth. The role offers a base salary plus commission, with access to Penske's sales technology and comprehensive benefits.

Qualifications

• Proven track record in field-based B2B sales, preferably in transportation or logistics.
• Strong ability to build executive-level relationships with decision-makers.
• Proficient with CRM tools and data-driven sales practices.

Responsibilities

• Prospect, develop, and close new opportunities within your assigned territory to meet annual quota.
• Build and maintain relationships with C-suite executives and key decision-makers.
• Act as a transportation consultant, delivering insights that improve customer operations.
• Negotiate leasing and maintenance agreements that create mutual value.
• Manage pipeline using Salesforce and coordinate with internal teams for seamless service.

Skills

Executive-level communication

Negotiation

Consultative selling

CRM proficiency

Time management

Tools

Salesforce

Job description

Lease Sales Representative - Business Development / B2B

Location: San Diego, CA, United States

Ready to Launch Your Sales Career with a Winning Team?

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, while operating with a high level of self-motivation and personal responsibility for managing your time and priorities. You'll build executive-level relationships and deliver customized solutions that help businesses improve operations, increase efficiency, and solve complex challenges. You'll act as a trusted transportation consultant, leveraging Penske's industry-leading technology and insights to solve complex business challenges.

We’re looking for someone who is motivated, curious, and ready to make an impact.

Why Join Penske?

• 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

What You’ll Do

• Prospect, develop, and close new, add, and retention opportunities within your assigned territory to meet annual quota targets, including identifying 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
• 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 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

What You Bring

• 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

About Us

About Penske Truck Leasing/Transportation Solutions

Penske Truck Leasing/Transportation Solutions is a premier global transportation provider that delivers essential and innovative transportation, logistics and technology services to help companies and people move forward. With headquarters in Reading, PA, Penske and its associates are driven by a dedication to excellence and a commitment to customer success. Visit Go Pensketo learn more.