Class 8 Trailer Sales Executive

Job Description

Job Description

Class 8 Trailer Sales Executive

Location: Caledonia, WI

Territory: Eastern Wisconsin and Greater Chicago

Position Overview

The Class 8 Trailer Sales Executive will develop new business and manage commercial equipment relationships throughout Eastern Wisconsin and the Greater Chicago market.

This is a full-cycle outside sales role responsible for prospecting, customer development, equipment consultation, quoting, negotiation, financing coordination, delivery, and post-sale relationship management.

The Sales Executive will represent multiple trailer product lines and sell, rent, and lease new and used commercial trailers to private fleets, trucking companies, owner-operators, contractors, manufacturers, distributors, and industrial organizations.

Key Responsibilities

• Develop new trailer sales, rental, and leasing business throughout the assigned territory
  

• Prospect private fleets, trucking companies, owner-operators, contractors, manufacturers, distributors, and commercial equipment users
  

• Generate opportunities through cold calling, email outreach, referrals, customer visits, online research, trade shows, and industry events
  

• Build and maintain long-term relationships with new and existing customer accounts
  

• Sell new and used commercial trailers across multiple product lines
  

• Promote rentals, leasing, financing, parts, service, modifications, and equipment upgrades
  

• Evaluate customer requirements including freight type, payload, axle configuration, operating environment, replacement schedule, and budget
  

• Recommend appropriate trailer models, configurations, options, and service packages
  

• Prepare accurate quotes, proposals, orders, contracts, and sales documentation
  

• Negotiate pricing and commercial terms within approved guidelines
  

• Coordinate equipment demonstrations, inspections, and customer evaluations
  

• Manage equipment delivery, titles, bills of sale, plates, inspections, and customer acceptance
  

• Work with Parts and Service teams to coordinate modifications, maintenance, repairs, and add-ons
  

• Maintain accurate CRM records, prospect activity, quotes, contracts, and pipeline information
  

• Follow up consistently with active prospects and existing customers
  

• Resolve customer concerns involving equipment condition, delivery, documentation, maintenance, or service
  

• Attend manufacturer training, regional exhibits, customer events, and industry trade shows
  

• Monitor competitor activity, pricing, product availability, and market trends
  

• Meet established sales goals for prospecting, customer meetings, proposals, revenue, and gross profit
  

• Provide accurate sales forecasts and activity reports to leadership

Requirements

• 3+ years of business-to-business sales experience
  

• Proven ability to prospect and develop new customer accounts
  

• Strong cold-calling, relationship-building, negotiation, and closing skills
  

• Ability to manage and grow an assigned territory and customer portfolio
  

• Strong written communication and presentation skills
  

• Excellent organization, time management, and follow-up abilities
  

• Ability to work independently and manage multiple sales opportunities
  

• Proficiency with Microsoft Outlook, Word, Excel, PowerPoint, and CRM systems
  

• Basic understanding of pricing, gross margin, revenue, and sales performance metrics
  

• Valid driver's license
  

• Ability to travel frequently throughout Eastern Wisconsin and Greater Chicago
  

• Willingness to attend occasional overnight meetings, training programs, or trade shows
  

Preferred Qualifications

• Experience selling trailers, trucks, heavy equipment, construction equipment, agricultural equipment, or transportation services
  

• Background in commercial equipment rentals, leasing, financing, or dealership sales
  

• Existing relationships with trucking companies, private fleets, contractors, manufacturers, or industrial customers
  

• Knowledge of Class 8 trucks, semi-trailers, axle configurations, payload requirements, and equipment applications
  

• Experience selling flatbed, dump, tanker, specialized, or open-deck equipment
  

• Experience coordinating equipment modifications, delivery, title documentation, and post-sale service
  

• Bachelor's degree in Business, Sales, Transportation, Marketing, or a related field