About Us


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

Trailboss is a highly diversified technical services, transportation and construction 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:

  • Aircraft Maintenance
  • Aerospace Ground Support Equipment
  • Logistics/Transportation
  • Site Work Improvement
  • Construction
  • Demolition
  • Environmental Remediation
  • Information Technology
  • Site Restoration
  • Heat Chill Plant
  • HVAC
  • Immigration and Customs Enforcement (ICE)
  • Multi-Function Support Service (MFSS)

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

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.