Lease Sales Representative
Posted 14 Oct 2026
BranchFactor Summary
The original posting with the fluff stripped out
- Management level
- Individual contributor
No salary listed for this role.
Study levelDiploma
CertificationsBachelor’s Degree
Field of studyBusiness, Marketing, Sales (or related)
**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. Location: 1100 King Edward St, Winnipeg, MB R3H 0R2****Salary + Commission + Company Car
Why Join Penske? Making a living while also enjoying the living part of life. We make sure you are compensated well and have the support you need to grow, stay healthy and maintain a good work-life balance.
- 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
- Group RRSP with up to 5% employer match
- 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