'General Brass' always seems to view equipment more than 5 years old as something to be contemptable about, unless its so awe inspiring at its job, that it gives them more pride or they know it inside and out better than their buttocks...
Note; no offence is meant towards any unfortunate General(s) named Brass, if so, accept my profuse apologies for stereotyping them along with Major Ballsup - and a similar sorry to him to.
I'm sure a good enough tail dragger could generate such feelings if so inspiring to them.
A modern '..Raider'-ish inspired design, with heavy-duty/rough-field/extended-carrier-strong trike gears, butterfly style flaps and perhaps some sort of actuated partial leading edge slats/flaps could begin to crumble that facade of theirs.
Perhaps even with some sort of partial flap blowing system linked to reducing prop revolutions, not engine revolutions; like a wastegate/bypass bleed system or an aero power KERS thingymajig, a hyperthetical engine generated energy conservation redirection system.