Great organization, Gary! Started in the wrong key didn't you? Good recovery!
I would show a video of my setting up but I don't have a daughter. Just three sons and three grandsons who aren't much interested in old people music!
I basically have two setups. The full one is what I generally use. It consists of keyboard, stand, rolling drafting stool, two Bose Compacts and a case that holds laptop, recorder, mixer, pedals, mic and cord and power supply for everything.
It takes less than 10 minutes from truck to playing.
The other I sometimes use for quick jobs, where I don't mind standing. It consists of Korg PA3X, keyboard stand and either 2 Compacts or HK Nano. Power supply, mic and three cables or in a small bag. Both keyboard stands have built in mic boom. Time for setup on this one is maybe five minutes.
I seldom use the R n Roller anymore as I can make three trips max and carry everything easily. Most places I work are only a few steps from truck to bandstand.
Seems like not too long ago I had trouble getting all the gear in a full-sized Chevy van. I can get in on my golf cart now!
In fact I did one time, but that's another story.
I almost always use only one extension on each Compact. I can hear it better because it's at ear level when I'm seated. In really large venue I use two on each side so I can crank it up and project better.
DonM