Drive B2B sales growth from Winnipeg with Penske as a Lease Sales Representative using consultative selling and executive communication skills. Manage an assigned territory with personal accountability and strategic focus.
As a Lease Sales Representative, you will build executive-level relationships and deliver customized transportation solutions. You will use Salesforce, fleet analytics, and business insights to identify opportunities across Penske Trailer Plus, Fleet Management, Logistics, and In office services. Your work supports complex leasing agreements, customer operations, and annual quota targets.
Key Responsibilities: Prospect, develop, and close territory opportunities
Build relationships with C-suite decision-makers




Consult on transportation and operational solutions
Negotiate leasing and maintenance agreements
Manage pipeline communication through Salesforce
Requirements: Five or more years of executive-level sales experience
Success meeting quotas in competitive B2B sales
Strong negotiation and executive communication skills
Full Class 5 driver's license
High school diploma or equivalent required
Apply consultative selling, territory management, and executive relationship skills to grow Penske transportation partnerships in Winnipeg.

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📌 Lease Sales Representative Winnipeg (Manitoba)
🏢 CIM
📍 Manitoba