Originally Posted by AgCat

If you're young enough, mid twenties or so, go ahead and fly the 3. It's a great historical aircraft that's fun to fly and can teach you some valuable skills about flying larger aircraft. Landing a heavy airplane on two wheels and maintaining balance and directional control is a whole-nother-deal, if you know what I mean.
If you're closer to your thirties I think you may want to keep your nose to the grindstone and get some turbine PIC. To answer your primary concern...No, I don't believe that FedEx or UPS would take note of the DC-3 time. I mean, I doubt that an old timer in the CP office is going to slap you on the back and say "you must be a stick to have flown that ol DC-3". Those days are gone. I think that HR folks rather than pilots do all of the initial pilot selections at those places. If the aircraft type you're claiming to have time in isn't available on the drop down menu, they would likely just move on the next guys application. My two cents...