Straightforward answer.
I repot only when necessary. Why repot something that doesn't need repotted? All it does is disturb a happy plant.
My definition of "necessary"...needs to be repotted because it's unhappy with its medium, outgrown its pot, medium is breaking down, or one wants to try something "different" such as S/H. And then, if a healthy plant, I attempt to repot when the plant is growing, not blooming or getting ready to bloom.
Then that is the time to also try a different type pot, if there's something you believe will suit either you or the plant in a better way.
Personally, I like planting in transparent containers so I can see the roots. If I don't care for the container, I put the clear pot inside a decorative one.
But that's only my
I am faaaar from knowing tons about orchids... only how to raise happy plants. The ones that aren't happy tend to leave me.