Are you looking for a new company to grow with? Well we might be your answer!

Located in Ashland, VA, Sweetie Boy Transportation is a full solution Automobile Transportation and Logistics company that continues to grow since our launch in 2010. As we are continuing to expand our footprint, we need the right people to support our growth! We have immediate openings for CDL A Drivers and Non-CDL Drivers! Here at Sweetie Boy, we always put our employees first and offer a family-oriented culture that sets you up for success from day one. We want the best, safest, and team-oriented drivers to join our team! Think you’re a great fit? You probably are – but take a look at some of the duties and submit your application so we can see for ourselves.

  • Competitive pay

  • Weekly Pay w/ Direct Deposit

  • Flexible work schedule, with part time positions available

  • The opportunity to drive some really cool cars, some of the best!

  • Family Atmosphere

  • Bill Estes


    “ I am retired and have been a part-time Drive Away Driver (aka AutoPilot) for almost four years. I like the variety of driving different makes and models of cars/trucks and going to different locations every day (it's really fun when you get a Corvett ”

  • Nichole Rush


    “ If you like to drive, see new places and meet new people than this is the job for you! Did I forget to mention the cool cars you get to drive? There are always advancement opportunities and this company is always willing to work with you. ”

  • Sharel Crews


    “ Hello my name is Sharel, just wanted to let you know what a wonderful company sweetie boy is. From day one the way they care about family was very touching .I knew that someone that cared that much about their family would also care about our family. ”




Annapolis, MD

Ashland, VA

Baltimore, MD

Cockeysville, MD

Columbia, MD

Dundalk, MD

Edison, NJ

Ellicott City, MD

Gaithersburg, MD

Hempstead, NY

King of Prussia, PA

Lakewood, OH

Lancaster, PA

Laurel, MD

Maple Shade, NJ

Mechanicsburg, PA

Newburgh, NY

Richmond, VA

Rochester, NY

Savage, MD

Sterling, VA

Timonium, MD

Towson, MD

United States

Wayne, NJ

Webster, NY

White Marsh, MD

newark, DE

Our Team

  • Tyler McCormick

    Founder, CEO

  • Katie McCormick

    Executive Ass’t, Co-Owner

  • Michael Skeens

    Operations Manager

  • Ben Schaefer

    Logistics Coordinator

  • Dave Clark

    Safety Manager

  • Bonnie Mendell

    Driver Relations Manager

  • Hayden Nachtigal

    Auto Pilot Dispatcher

  • Lisa Lenharr

    Dispatch Manager