Company Driver

We’re Growing! With 17 Offices in the US including 5 Full Service Terminals in NY, NC, DE, WI and ID we are offering numerous lane choices including Northwest Dedicated to Mid-West Regional to North East & South East Opportunities (OTR and Dedicated), DE Local and Regional and even Coast to Coast Singles and Teams!


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, life insurance and safety and fuel bonuses.

Speak to a recruiter today!

“Excellent company and wonderful employees. They hire CDL Class A Drivers. There is a school on the property” – Aaron Caleb (Graduated Student/Leonard’s Express 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)

Commercial License Training

Leonard’s sister company, Canandaigua Driving School, offers a variety of CDL Programs all designed to prepare the student with the knowledge and skills for success as entry level drivers. The student will be taught the skills, traits, and behaviors that characterize a true professional. Training is provided for through highly structured courses which stresses safety. ALL on-road behind-the-wheel training is provided through one-on-one instructions between the instructor and student. This insures the student receives the individual attention and instructions necessary for success.

Our courses stress safety. You’ll learn everything you need to know to operate a commercial vehicle confidently.


Some subjects covered include:

– Preparation for Learner’s Permit Test
– Vehicle Operation
– Shifting
– Backing
– Coupling and Uncoupling
– Speed & Space Management
– Air Brakes
– Hours of Service
– Trip Planning
– Visual Search
– City / Rural Driving
– Manual and Automatic Transmissions
– Road Test Preparation

“Awesome people, great pay and equipment” – Brandon Brooks (Leonard’s Express Driver)

CDL A School Graduates

Recent CDL A Graduates have a home a Leonard’s Express!


We offer an 8-week training program that prepares you for a safe and successful start into the industry!


Leonard’s offers a tuition reimbursement program up to 10K!


West – Midwest – Pacific North West – 208-627-4360


North East – South East – 585-869-3108

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 see our Indeed page.