About Us


No Deficiencies. No Exceptions. Our Standard, not our motto.

Founded by Joseph Tolliver, a retired U.S. Air Force Chief Master Sergeant, Trailboss Enterprises, Inc., (TEI) has expanded from modest beginnings as a snow removal contractor to one of the leading airfield support services contractors for the U.S. Department of Defense. TEI owes it's success to an uncompromising commitment to excellence.

Trailboss is a highly diversified technical, transportation and airfield services company offering a broad range of experience and exceptional knowledge in current technologies. Trailboss technicians are highly skilled professionals who work together to resolve complex technical problems in the areas of:

  • Logistics Support
  • Aviation Support Services
  • Aerial Delivery Services
  • Facilities Operation and Maintenance (O&M)
  • Contract Air Terminal Operations (CATO)
  • Aerospace Ground Equipment (AGE)
  • U.S. Immigration and Customs Enforcement (ICE)
  • Multi-function support service (MFSS)
  • Inter-American Air Forces Academy (IAAFA) Trainer Maintenance
  • Airfield Support Services

Trailboss is one of few companies qualified and actively leading the effort to privatize government operations and requirements. Trailboss has over three hundred employees world-wide. Trailboss currently has offices in:

  • Alaska (Corporate Office located in Anchorage)
  • Florida
  • Louisiana
  • Ohio
  • Maryland
  • Mississippi
  • Nevada
  • North Carolina
  • South Carolina
  • Texas
  • United Kingdom
  • Washington State
  • Germany