With all the logistics and additional staff the T would have to hire to manage all of these private contracts & ensure quality control, you'd quickly come to the conclusion that the T should just operate the service(s) itself.
Datadyne -- You might come to that conclusion -- but it would not be the correct conclusion
Yes there would need to be some management infrastructure to coordinate and monitor the contracted work -- but there are existing service metrics used by those who hire private bus operating companies which supply services to the the Fidelity's, 128 Business Council, Kendall Square's EZRide, etc, etc.
for example RT-128 Business Council provides the following shuttles serving well over 50 destinations and dozens of daily departures:
ALEWIFE_Route A, B, C, D -- out to various Rt-2 and Rt-128 employers
Alewife Vox on 2 -- to/from the new large apartment complex on Rt-2
Alewife Windsor Village -- to / from the large apartment complex on Lexington St in Waltham
Needham -- from Newton Highlands to various employers in Newton and Needham
Waltham, A, B from Waltham Center to various employers on Rt-128
Rev Bus -- from Lexington Center to Alewife and then back to Hartwell Ave employers
Cimpress- Alewife to Cimpress Wyman street Waltham
CityPoint -- Alewife to 3,4, 5th Ave and Totten Pond Rd in Waltham
These folks who offer the shuttles to their customers, know how to measure the performance of the actual operating companies because their customers [e.g. Genzyme, Astrazeneca, National Grid, Shire, Cimpress, Boston Dynamics, Boston Properties, Atrius Health, Hobbs Brook Park, Harvard Vanguard, Omniguide Surgical, etc.] also understand the importance of how to properly serve their own customers -- its just business after all