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Commercial Trailer Sales Representative

Remote / Online - Candidates ideally in
Oshkosh, Winnebago County, Wisconsin, 54901, USA
Listing for: Goodwin Recruiting
Remote/Work from Home position Listed on 2026-11-09
Job specializations:
  • Sales
    B2B Sales, Outside / Field Sales, Sales Representative, Commission Sales
Salary/Wage Range or Industry Benchmark: 70000 - 120000 USD Yearly USD 70000.00 120000.00 YEAR

Job Description & How to Apply Below

Remote | Wisconsin or Chicago Metro | Base Pay + Commission

We're looking for an experienced Commercial Trailer Sales Representative who knows the trucking industry, enjoys developing new business, and understands what fleet customers need from their equipment.

This remote opportunity focuses on selling commercial semi-trailers, building relationships with transportation customers, and growing an assigned sales territory. You'll have the independence to manage your accounts with support from an established sales and operations team.

Commercial Trailer Sales Representative Benefits and Compensation:
  • Base salary plus commission
  • Additional earning opportunities through trailer rentals and leasing
  • Medical insurance with PPO and HSA options
  • 401(k) with up to 4% company match
  • Employee wellness programs
  • Remote work environment
  • Factory and industry trade show opportunities
Commercial Trailer Sales Representative

Requirements & Qualifications:
  • 2+ years of outside sales experience
  • Direct sales experience with dry van and/or refrigerated (reefer) semi-trailers
  • Proven ability to develop new business and grow customer accounts
  • Experience selling to trucking companies, private fleets, or transportation businesses
  • Strong understanding of commercial trailer equipment and customer requirements
  • Ability to manage sales opportunities independently
Must Haves:
  • Experience selling dry van OR reefer semi-trailers
  • Demonstrated success prospecting and acquiring new customers
  • Ability to recommend trailer equipment based on customer needs
  • Experience preparing quotes, negotiating pricing, and coordinating orders
  • Current residence in Wisconsin or the Chicago metropolitan area
Commercial Trailer Sales Representative Preferred Background &

Skills:
  • Experience selling both dry van and reefer trailers
  • New and used trailer sales experience
  • Trailer rental and leasing background
  • Established relationships with fleet operators and trucking companies
  • Class 8 truck or commercial equipment sales experience
  • Salesforce or similar CRM experience
  • Knowledge of equipment financing and dealership operations

This is a remote position. Candidates must currently reside in Wisconsin or the Chicago metropolitan area. Relocation assistance is not provided.

This is a direct-hire position. Third-party staffing, subcontracting, and Corp-to-Corp (C2C) arrangements will not be considered.

Applicants must be legally authorized to work in the United States. The employer will not provide employment visa sponsorship now or in the future.

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