Outside Sales Representative - Trailer Leasing & Fleet Services

Mississauga, Ontario, Canada | 2. Outside Sales | Full-time

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As a Lease Rental Representative/Outside Sales, you will focus on selling trailer rentals and leases, including flatbeds, dry vans, and refrigerated trailers, to a diverse client base such as trucking companies, private fleets, and large corporations.. This outside sales role involves nurturing a small portfolio of existing rental accounts while aggressively pursuing new business opportunities across various industries. You will also be responsible for trailer inspections and rental contract preparation. This role offers a competitive base salary with commission potential, a monthly car allowance, and additional benefits.

COMPENSATION & BENEFITS:

Base Salary: 75,000 + Guarenteed comissions in the first year to $105,000 

Car allowance, gas card, 407 transponder

 

THE COMPANY & CULTURE:

Our client provides managed commercial vehicle and maintenance services to retail chains, manufacturers, and distribution companies with commercial fleets that require maintenance across Canada. The company was founded in 2003 with a staff of over 225, and currently growing by over 20-50% per year. Their corporate culture is entrepreneurial and results-focused with an authentic family fee. Their focus is to have an industry-leading culture with a focus on employee engagement. Their current clients include Metro and Loblaws Grocery Chains.

OFFICE LOCATION & SALES TERRITORY:

  • Primarily office-based with regular client visits
  • No fixed geographical territory; focus on key accounts and new business development across Ontario
  • Opportunity to gradually inherit and grow existing lease rental accounts including major clients like Sobeys, Metro, and Loblaws

EXPERIENCE, BACKGROUND & EDUCATION REQUIREMENTS:

  • 3+ years of outside sales experience, preferably in truck or trailer leasing or rental
  • Established relationships within the flatbed, dry van, or refrigerated trailer leasing sectors highly preferred
  • Experience selling to fleet managers, dispatchers, transportation or logistics managers, and warehouse managers
  • Mechanical aptitude or understanding of heavy-duty truck and trailer equipment is an asset
  • Must have a reliable vehicle for travel and client visits
  • Strong work ethic and positive attitude essential for success in a fast-paced, relationship-driven environment

TECHNICAL SKILLS:

Ability to inspect trailers, prepare rental contracts

THE PRODUCT / SERVICE / SOLUTION

  • Lease and rental of flatbeds, dry vans, and refrigerated trailers to trucking companies, private
  • fleets, and businesses with vehicle fleets needing temporary or long-term trailer solutions.

PROSPECTIVE CUSTOMERS / INDUSTRY FOCUS / DECISION MAKER(S):

  • Dispatchers, Fleet Managers, Transportation Managers, Logistics Managers, Warehouse Managers, and
  • Procurement Departments at trucking companies, private fleets, manufacturers, shippers, and large
  • corporations such as Walmart, Canadian Tire, Sobeys, Metro, and Loblaws.

SALES CYCLE / ORDER VALUE / ACCOUNT SIZE

  • Average project size is 100 - 150 assets
  • Average revenue by customer $350,000 - $500,000
  • Average length of sales cycle 1 week - 12 months

COMPETITIVE ADVANTAGES:

  • Full-service fleet solutions (leasing + maintenance + breakdown support)
  • In-house roadside service integration

TYPICAL DAY & DUTIES:

  • Combination of managing 3 to 10 existing rental accounts with established relationships
  • 50% New business development through prospecting and cold calling
  • 50% Following up on warm leads and nurturing potential clients

LEADS:

  • Primarily self-generated prospecting/cold calling
  • Some follow-up on warm leads from existing clients

OVERNIGHT TRAVEL:

  • Minimal (<10%); mostly regional day travel

SUPPORT & TRAINING:

  • Classroom/Online
  • Job Shadowing/Joint sales calls
  • Mentoring
  • Off-site training (Supplier tours, etc),
  • Work internally for a period of time

WHY YOU SHOULD APPLY:

  • High-growth opportunity in a new business expansion role
  • Sell end-to-end solutions (leasing, maintenance, technology)
  • Car allowance, gas card, and expense coverage
  • Strong corporate culture with mentorship and career development

 

OTHER SALES JOBS

If this job is not ideal for you, please upload your resume for future considerations at https://justsalesjobs.recruiterbox.com/jobs/61ab37640cd048c4b78dc09bcbf58e04

 Or visit our website to view other available sales jobs at https://justsalesjobs.ca/jobs/

  

ABOUT JUST SALES JOBS

Just Sales Jobs sources and places Top Sales Talent from Toronto to Kitchener/Waterloo and Cities in between. We use Artificial Intelligence and Machine Learning technologies along with a proven hiring methodology to identify Top Sales Talent.

Just Sales Jobs has earned a reputation as the best recruitment agency in Ontario. We source and place for Sales Positions between Toronto and Kitchener/Waterloo, and cities in between. Sales positions we hire for include, Vice President of Sales, National Sales Director, Sales Director, Director of Sales, Regional Sales Manager, Territory Sales Manager, Sales Manager, Vice President Business Development, Business Development, Business Development Director, Business Development Representative, Business Development Manager, Business Development Officer, Sales Representative, Senior Sales Representative, Sales Development Representative, Account Manager, Account Executive, Senior Account Manager, Telemarketer, Inside Sales, Outside Sales, Door to Door Sales.

Our client is an equal opportunity employer committed to creating a diverse and inclusive, barrier-free workplace. They strive to provide a safe, healthy and respectful workplace where individuals are valued for their contributions. Our client encourages applications from women, aboriginal peoples, members of visible minorities, and persons with disabilities.Our client is committed to providing an accessible and supportive recruitment experience for persons with disabilities. If you require accommodations at any stage of the recruitment process, please notify us in advance at toptalent@justsalesjobs.caWe thank all applicants in advance for their interest however, only those candidates under consideration will be contacted.

 

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