TRAILBOSS ENTERPRISES, INC. Federal Contracts — Government Award History

Total (All Time)$68M
Latest FY$9M
Primary AgencyDepartment of Homeland Security

TRAILBOSS ENTERPRISES, INC. has received $68M in total federal contract awards
across 5 fiscal year(s). ▼ 42.0% vs FY2025 Peak year was FY2020 ($31M).
Primary awarding agency: Department of Homeland Security.

Data covers largest contracts by award amount. Source: USASpending.gov (FPDS).

Awards by Fiscal Year

Year Spending Total Contracts Top Agency
FY2026

$9.2M 4건 Department of Homeland Security
FY2025

$15.9M 4건 Department of Homeland Security
FY2022

$5.1M 4건 Department of Homeland Security
FY2021

$6.1M 4건 Department of Homeland Security
FY2020

$31.2M 3건 Department of Homeland Security

Notable Contracts

Date Agency Amount Description
2014-05-29 Department of Homeland Security $107.7M FUNDING FOR SAN ANTONIO FIELD OFFICE TRANSPORTATION CONTRACT, HSCEDM-12-D-00005;
2023-05-01 Department of Homeland Security $46.2M TRANSPORTATION FOR NON-US CITIZENS
2019-05-23 Department of Homeland Security $25.3M TRANSPORTATION SERVICES: IGF::CT::IGF
2020-07-01 Department of Homeland Security $22.6M SAN ANTONIO TRANSPORTATION SERVICES
2024-04-23 Department of Homeland Security $22.2M THE PURPOSE OF THIS ORDER IS TO PROVIDE GROUND TRANSPORTATION SERVICE TO REDIREC
2020-02-13 Department of Defense $8.5M OPERATION, INSPECTION, AND MAINTENANCE OF AEROSPACE GROUND EQUIPMENT, OPERATION
2014-10-01 Department of Defense $4.5M IGF::CT::IGF AGE AND FUELS
2025-05-01 Department of Homeland Security $4.3M GROUND TRANSPORTATION AND GUARD SERVICES
2025-12-01 Department of Homeland Security $4.3M GROUND TRANSPORTATION TX/NM
2025-09-30 Department of Homeland Security $4.3M GROUND TRANSPORTATION TX AND NM
2021-09-30 Department of Homeland Security $4.0M TRANSPORTATION TO SUPPORT SURGE AT RGV
2025-11-04 Department of Homeland Security $4.0M TX NM GROUND TRANSPORTATION
2025-06-01 Department of Homeland Security $3.9M GROUND TRANSPORTATION AND GUARD SERVICES
2022-05-12 Department of Homeland Security $3.5M SURGE TRANSPORTATION
2025-09-01 Department of Homeland Security $3.4M GROUND TRANSPORTATION TX/NM
2019-05-22 Department of Homeland Security $1.0M TRANSPORTATION, GUARD & ESCORT SERVICES FOR HSI-SAN ANTONIO IGF::CT::IGF
2021-04-28 Department of Homeland Security $990,000 TRANSPORTATION SERVICES
2026-04-25 Department of Homeland Security $862,558 GROUND TRANSPORTATION TX/NM
2022-02-01 Department of Homeland Security $850,000 TRANSPORTATION FOR MIGRANT SURGE AT RGV
2022-05-13 Department of Homeland Security $674,838 TRANSPORTATION OF MIGRANTS