The converters drain back into the pan when they sit for a while and when the trans is in park the fluid does not circulate. I always kick the trans into neutral as soon as the engine fires to start circulation and warm things up. Once you get over 50k on the trans the seals are starting to harden so when the fluid is cold you get blow by on the clutches when hitting a gear from dead cold. Once the fluid warms things should return to normal. The outside temp will have an effect on how pliable seals are even if they are so warming the trans is a good idea. If your shifts are firm and there is no runaway upshift or dead lag between them I would not worry too much a trans problem. The late shift to OD could be a couple of things. The TPS may be set high or the signal is weak from it, trans throttle pressure cable too aggressive, high idle stop to high. It all depends on where you want the OD to shift in. The later the better to save the OD as it is a weak point has been the consensus.
I take it that you turned the star wheel down some to fuel earlier so not exactly sure what the 3rd gear problem could be. Are the rpm's dropping and the motor bogging or are you feeling a lack of acceleration when it shifts to drive? The converters are fairly sloppy on the stock trans so much more power than stock and you end driving right thru the stall speed and losing power. How is the shift from 2nd to 3rd? Fast, slow, any hangs or jumps in rpm? How is the shift to OD? Throw your observations out and someone has probably had the same problem. Good luck.