My previous life in private worldwide ops, was proper uniform tie, epaulettes and such. But whenever the boss was not about it was a lot more casual. Had to move the plane at KTEB one day from one FBO to another. It felt a bit weird walking though rush hour at jet, in a t-shirt & jeans when every one else was uniformed up. Get straight in the Falcon and taxi it away..... got some very different looks.
When you get to that end of the market, have you ever noticed that the guys that fly the best planes, are the worst dressed?
2 guys in Hawaiian shirts, shorts and flip flops rock up to G550, then a CJ shows up and out pops the sky god with 5 bars and enough jewelery to make Liberace wince....