Congrats on your new purchase! Winnebago enjoys a much better reputation on this forum than Damon.
Your electrical setup is quite common. I have owned two class A motor homes (99 Rexhall, 2007 Georgetown). Both have the same setup. It is not hard to remember to keep it plugged into the generator while underway. It is always plugged in, either to the generator or the power pole. It saves the manufacturer from wiring in a transfer switch. I tell myself that is eliminates one part that can fail.
I too have added a second air conditioner with its own electrical circuit to my '99. I never came across a power pole that did not have both a 30A and 20A plug. Worked well. It was deemed necessary by the DW after the August trip to Lake of the Ozarks where the inside of the MH did not get below 85 the entire trip.
You should be able to wire another 20A circuit from your generator to your electrical bay so you can plug in your 2nd air conditioner to the generator while underway. I believe all generators of that size are wound with two separate 115V circuits. Mine was a generac, if I recall correctly.
If anyone was surprised by the rough treatment the OP received they must be new here. I saw it coming before I clicked on the link. What can we bash our fellow RV'ers for next? Here are some suggestions:
1) Not wearing seat belts in the living area while in motion.
2) Sleeping in the bed while in motion.
3) camping at Wallyworld
4) Buying an expensive coach but being "thrifty" / complaining about gas prices / etc
5) Driving too fast
6) Using the bathroom while in motion
7) running the furnace while in motion
8) running the furnace while fueling up