Company Driver

We are always looking for professional company drivers who are interested in working in a family environment. We operate throughout all 48 states offering Mid-West Regional & Long Haul Positions.


Our drivers operate top of the line equipment with Qual-Com, E-Log, EZ Pass, Pre Pass, Fuel Cards and APU’s. Leonard’s company drivers enjoy competitive wages with a benefit package that includes health insurance with dental coverage, 401K with a company match, vacation pay, holiday pay and life insurance.

Speak to a recruiter today!

” My dispatchers really work hard to keep me moving and their communication is very good. They are good at letting me know about next load so I do not have to sit around and wait for the next load.” – Gene Dimick (driver)

Owner Operator

You can benefit by having a partner like Leonard’s Express. Through our network of agents and national accounts we can keep you loaded, profitable, and get you home when you need to be there. Whether you prefer to run long or short, vans, or refrigerated, Leonard’s Express has a home for you.

“Leonard’s is a true partner in the sense of the word, we look out for each other’s needs.” – Tom Galanti / LiDestri Foods (customer)


Our time-tested program offers services to improve cash flow, provide access to the latest available technology, and improve the administrative process. If you became an agent for Leonard’s Express we would provide the following:

  1. Billing of customer
  2. Provide operating authority
  3. Provide cargo and liability insurance
  4. Pay the carrier you brokered the load to in 21 days, 7-day quick pay, and instant pay options are available
  5. Handle all of the accounts receivables and collections of loads billed
  6. Handle all compliance issues (logs, DQ files, etc) if agent has owner-operators
  7. Provide computer system (our software is TMW)
  8. Sales support: we have a full-time sales team dedicated to helping you grow your business

The agent is responsible for:

  1. Finding business
  2. Finding carriers to haul their loads (we have a process to help with this within our system)
  3. Paying his/her employees
  4. Health benefits

Leonard’s Express is a TIA member. This is a standard for best practices and quality assurance. Our time-tested program offers services to improve cash flow, provide access to the latest available technology and improve the administrative process. For more information, please email Troy Wiitanen at or call 585-742-9086

“Leonard’s Express is a great organization that really is committed to providing the resources for their employees” – Matt Miller (salesman)

Management Training

Over the recent years, Leonard’s Express Inc. has sustained an Agent/Management trainee program. This program typically targets college graduates but is open to any enthusiastic individual interested in the logistics/transportation industry. The program prepares the selected individuals to become long-term key employees or agents for Leonard’s Express.


This program touches on all aspects of the company. The trainee will work in each department including Customer Service, Asset Operations, Safety, Brokerage Operations and Administrative Services in order to fully understand the goals and philosophy of the company as a whole. Once the individual has a firm understanding of every department and a superlative knowledge of our customer base, we will work with them to find a position within the organization that is mutually beneficial to both the individual and Leonard’s Express.

“You’re not a number, you’re family, you are part of something, and it’s something bigger….I mean it is like going home” – Chris Demillo – Information Systems Manager

Office Staff

Our company offers a variety of unique and exciting professional opportunities across the nation. At Leonard’s you will be joining a team of highly skilled and dedicated individuals. Whether you have a background in sales, settlement, customer service, information technology, operations, finance, human resources, or safety we have a role for you. To learn more about office staff employment opportunities at Leonard’s please submit your details below.

  • Drop files here or
    • This field is for validation purposes and should be left unchanged.