Okay, thx much, eskuche, getting it to work, consistently, with two changes to your checklist that I can see:
6.) SHIFT-left click the drop-hex (tried both my Soviet-controlled hexes and Axis-controlled, which works), AND, very importantly....
The drop has to be at night.
Daylight drops don't work, for whatever reason, but the transports have not executed for daytime drops, no matter what I try. *shrugs shoulders*
Believe me, I'm happy getting ANY drops, at this point. Reason: I'm planning a counterstroke against Odessa to help fend off a coming Axis blitz in the Spring of '42 with approx. 12x mobile units into Southern Front's zone. This "Hail Mary" will also be in conjunction with an Amhib by about 3x Soviet Naval Inf Brigades and follow-ons of about 3 Rifle Divisions and some Tank Brigades using Sea-Transport staging out of Sevastopol, once Odessa is secured. We'll see, but you can see now WHY this became very important to me, all of a sudden.
This part of the mechanic, BTW, may be what we see in WITW, with drops that are executed in conjunction with an Amphib invasion.
Thanks to you and Telemecus!! Much appreciated!