TRAILBOSS ENTERPRISES, INC.

ANCHORAGE, AK · UEI CKH8AS2PDEW3 · CAGE 053B2

Minority-ownedSDVOSBSmall businessVeteran-ownedSDVOSB sole sourceSmall-business set-aside

SAM.gov registration active · expires October 21, 2026(as of the monthly SAM public extract)

Awarded (5-yr transactions)

$49.5M

Set-aside awards seen

Latest period end

Sep 2026

Largest contract awards

HSCEDM14J00021$107.7M
FUNDING FOR SAN ANTONIO FIELD OFFICE TRANSPORTATION CONTRACT, HSCEDM-12-D-00005; TASK ORDER HSCEDM-14-J-00021 WITH TRAILBOSS ENTERPRISES INC, FOR THE PERIOD 1 JUNE 2014 THROUGH 31 MAY 2015 IGF::OT::IGF
U.S. Immigration and Customs Enforcement · NAICS 561612 · May 2014 – Jul 2018 · official record ↗
70B03C24F00000283$65.2M
THE PURPOSE OF THIS ORDER IS TO PROVIDE GROUND TRANSPORTATION SERVICE TO REDIRECT AGENTS AND OFFICERS TOWARD MORE TRADITIONAL LAW ENFORCEMENT DUTIES. THE CONTRACTOR WILL PROVIDE MIGRANT TRANSPORT AND FACILITY GUARD SERVICE.
U.S. Customs and Border Protection · NAICS 561612 · Apr 2024 – Aug 2025 · official record ↗
70B03C23F00000406$46.2M
TRANSPORTATION FOR NON-US CITIZENS
U.S. Customs and Border Protection · NAICS 561210 · May 2023 – Jun 2024 · official record ↗
70CDCR19FR0000046$25.3M
TRANSPORTATION SERVICES: IGF::CT::IGF
U.S. Immigration and Customs Enforcement · NAICS 561612 · May 2019 – Jun 2020 · official record ↗
70CDCR18FR0000075$25.0M
TRANSPORTATION SERVICES: IGF::CT::IGF
U.S. Immigration and Customs Enforcement · NAICS 561612 · Jun 2018 – Jun 2019 · official record ↗
70B03C22F00000420$22.7M
SURGE TRANSPORTATION
U.S. Customs and Border Protection · NAICS 561210 · May 2022 – Apr 2025 · official record ↗
70CDCR20FR0000040$22.3M
SAN ANTONIO TRANSPORTATION SERVICES
U.S. Immigration and Customs Enforcement · NAICS 561612 · Jul 2020 – Apr 2021 · official record ↗
70B03C26F00000296$22.2M
GROUND TRANSPORTATION TX/NM
U.S. Customs and Border Protection · NAICS 561612 · Apr 2026 – Sep 2026 · official record ↗
70B03C26F00000026$19.9M
GROUND TRANSPORTATION TX/NM
U.S. Customs and Border Protection · NAICS 561612 · Dec 2025 – Apr 2026 · official record ↗
FA860115C0007$18.0M
IGF::CT::IGF VEHICLE MANAGEMENT AND OPERATIONS TO INCLUDE VEHICLE MANAGEMENT AND VEHICLE OPERATIONS. VEHICLE OPERATIONS ACTIVITIES INCLUDE MANAGEMENT OF CONTRACTOR-PROVIDED VEHICLES; OPERATIONS, MAINTENANCE, REPAIR AND REPLACEMENT OF GOV T FURNISHED VEHICLES; VEHICLE INSPECTIONS AND CLEANING; VEHICLE WASH FACILITY; VEHICLE RECOVERY; PASSENGER AND CARGO MOVEMENT; AND OPERATOR LICENSING, RECORDS, AND TRAINING. VEHICLE MANAGEMENT ACTIVITIES INCLUDE VEHICLE MAINTENANCE; HAZARDOUS WASTE AND MATERIALS MANAGEMENT; VEHICLE MANAGEMENT AND ANALYSIS; AND MATERIAL CONTROL.
Department of the Air Force · NAICS 561210 · Dec 2014 – Jul 2019 · official record ↗
70B03C25F00000423$11.1M
GROUND TRANSPORTATION AND GUARD SERVICES
U.S. Customs and Border Protection · NAICS 561612 · Jun 2025 – Aug 2025 · official record ↗
FA557020C0002$8.4M
OPERATION, INSPECTION, AND MAINTENANCE OF AEROSPACE GROUND EQUIPMENT, OPERATION AND MAINTENANCE OF FUEL FACILITIES, FUELS ACCOUNTABILITY, TRANSIENT ALERT SERVICES, AND SUPPORT FOR THE ROYAL INTERNATIONAL AIR TATTOO AT RAF FARFORD AND RAF WELFORD, UK
Department of the Air Force · NAICS 488119 · Feb 2020 – Jul 2025 · official record ↗

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Public records from FPDS (via USAspending.gov) and SAM.gov. Figures reflect harvested award data and may not be complete; verify against the linked official records. Not an endorsement. Company in the data by mistake or wish to update it? Email support@usegovscout.com.