Well lets say this happens::
You flying along happy as a clam and you lose pressure, Gear come down so no problem. you keep flying a while with no worries and Oops "Dead stick"!!
you don't have enough speed to make the runway so you have to ditch in the field, and the grass rips those nice spring-airs right out of your wing.
I've seen this happen!! Even with low pressure the conventional gear may have gone up enough to unlock and fold when the plane touched the grass

I have always used Robart gear (since the situation with Roam-airs) and never had a situation where the gear wouldn't come down.
If your system can't hold pressure overnight you have a problem