Realistically, this jet is going to be flying well past 2030, both As and Cs, especially as the T-X continues to slide to the right.
Rumor is ACC is starting to move on upgrading the A models to the MB. I hope it happens for all the aforementioned reasons. The other issue is the avionics though....it's the oldest cockpit in the AF and I would argue it no longer meets acceptable standards to safely operate in the NAS, and certainly not without and iPad. ACC is upgrading the A model IFF to comply with the 2020 FAA ADS-B out mandate (spoiler alert: they won't meet it), however the IFF is a self contained unit that will know it's own GPS position for ADS-B out, but will not tell you the pilot where you are nor will it integrate with anything else. No plans for upgraded avionics. Dual UHF is a joke and frankly embarrassing.
I'd like to see a paired down version of what NASA has done as an avionics upgrade for the A. Keep it simple, AHARS only, single MFD, simple GPS, output position data to ForeFlight on the iPad, place to mount Stratus 2S, VHF radio, speed brake light, some kind of digital track logging for ADAIR (probably can use fore flight/stratus for that).
Anyone flown a NASA T-38?