| MA104020069600834 | PIONEER TRANSPORTATION CORP | Department of Education | Ext of School Year GE K-12 Pupil Transportation | $854.0M | — | 26 | Jul 2005 | Jun 2025 | Non-M/WBE |
| MA104020069600062 | PIONEER TRANSPORTATION CORP | Department of Education | Ext of School Year SE K-12 Pupil Transportation | $586.1M | — | 68 | Jul 2005 | Jun 2025 | Non-M/WBE |
| MA104020149472444 | PIONEER TRANSPORTATION CORP | Department of Education | Ext of School Year GE K-12 Pupil Transportation | $162.6M | — | 14 | Sep 2012 | Jun 2025 | Non-M/WBE |
| MA104020149473782 | PIONEER TRANSPORTATION CORP | Department of Education | Ext of BA for SE Winter Bus & Escort | $58.3M | — | 16 | Apr 2014 | Jun 2025 | Non-M/WBE |
| MA104020149473575 | PIONEER TRANSPORTATION CORP | Department of Education | Ext of BA for SE Winter Bus & Escort | $49.5M | — | 19 | Apr 2014 | Jun 2025 | Non-M/WBE |
| MA104020069601162 | PIONEER TRANSPORTATION CORP | Department of Education | Ext of Summer SE K-12 Pupil Transportation | $6.7M | — | 16 | Jul 2005 | Aug 2024 | Non-M/WBE |
| MA104020159570138 | PIONEER TRANSPORTATION CORP | Department of Education | Ext of BA for SE Summer Bus & Escort | $5.4M | — | 16 | Jul 2014 | Aug 2024 | Non-M/WBE |