Account Manager – Transportation Leasing

Mississauga, ON | Hybrid

MacDonald Search Group is partnering with a leading North American transportation equipment and fleet solutions provider to recruit an

Account Manager

for its Mississauga territory. This is an excellent opportunity for a proven

outside sales professional who enjoys hunting for new business

while developing long-term customer relationships. You'll step into an established territory with significant opportunity to grow the customer base across Mississauga and surrounding markets. The role is focused on developing new lease opportunities, converting rental customers into longer-term agreements, expanding existing accounts, and ultimately driving profitable revenue growth.

What You’ll Be Doing

Prospect and develop new customers throughout the Mississauga territory

Identify new lease, rental and fleet solution opportunities

Grow and strengthen relationships with existing customers

Convert rental business into long-term leasing agreements

Build and execute a strategic territory plan

Conduct regular in-person customer visits and sales outreach

Prepare quotes and negotiate complex, multi-year agreements

Identify opportunities to improve account profitability and customer retention

Maintain accurate pipeline and account activity within Salesforce





Collaborate with internal operations and service teams to deliver an exceptional customer experience

What We’re Looking For

5+ years of outside sales experience

Proven ability to prospect, hunt and win new business

Transportation, trucking, trailer leasing/rental or fleet experience is an asset, but not mandatory

Strong consultative selling and relationship-building skills

Comfortable selling and presenting to multiple levels of an organization

Experience negotiating larger or longer-term customer agreements

Highly organized and comfortable managing a sales pipeline

Salesforce/CRM experience preferred

Track record of succeeding in a competitive, rapid-paced sales workplace

Why Join? This organization is a major North American player with an extensive equipment fleet, maintenance capabilities and service network, giving its sales team a broad portfolio of solutions to bring to customers.

You’ll receive a

competitive base salary (~$100K) plus performance-driven commission

, along with paid vacation and personal days, RRSP program, employer-paid benefits, employee programs and company events.

More importantly, this is a role for someone who wants

room to sell

. You'll have an established territory and customer base to build from, while being encouraged to get into the market, open doors and create new opportunities.

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📌 Account Manager (Winnipeg)
🏢 MacDonald Search Group
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