Statement from Trailboss Enterprises

Response to attacks on their ICE contract

June 27, 2018

(Anchorage, Alaska) Trailboss Enterprises is an Anchorage-based technical, transportation and airfield services company. We provide these services to government agencies, primarily to military and defense agencies across the nation and in England. One of our contract is with the U.S. Immigration and Customs Enforcement (ICE) and Removal Operations to transport adult males, females and children under the responsibility of the ICE San Antonio Field Office.

We have been safely and humanely transporting detainees 24-hours a day, seven days a week, including holidays under the terms of our ICE contract. Detainees are transported in air-conditioned motor coaches and vans outfitted to ICE requirements. Each is served a meal. A highly trained, two-person team is part of all transports. Trailboss services its ICE contract with a professional workforce, all hired locally from the San Antonio area. Most speak Spanish and are Hispanic American.

Trailboss has a contract to provide transportation. Period. We have provided that service so competently for the past and our contract has recently been re-awarded.

Trailboss is a family company based on good, old-fashioned family values. To watch our employees be harassed for just doing their job is heart-breaking and intolerable. Our employees deserve to be treated with the same respect and compassion they treat the people they transport. We are not policy-makers. We’re just a little minority-owned Alaska company trying its best to do a good job.

Trailboss Enterprises Inc.

Fact sheet




Anchorage, Alaska


Henderson, Nevada; Fort Worth, Texas
Facility operations and maintenance, logistical support, aviation support services, base operations support, air terminal ground handling services, aerial delivery flight services, IT services, communications services, aerospace ground equipment services, and administrative support services.


Department of Defense, GSA, Department of Homeland Security/ICE


Approximately 600

Business Processes

ISO 9001-9001-2008 AS9110C; Cost Accounting Standards compliant; Drug-free, ethics and training


Service Disabled Veteran Owned, Veteran Owned, Small Disadvantaged Owned

Alaska Journal Of Commerce

"Retired Air-Force man blazes trail beyond trucking dream" Feb., 2008 read...

Trailboss in Community Service

Working with Street Ministries of America to feed approximately 300 homeless.