maybe I'm a bit confused, but isn't the purpose of the

squat switch to prevent activation of the landing gear

retraction while the airplane is on the ground? I
would
expect the gear to operate normally when on the jacks
--
just as it would in the air.

N103MD,

 

Most Lancairs use an air speed activated "squat" switch - i.e. The gear cannot be retracted below about 70 KIAS.  Thus, the gear up switch power has to pass thru normally open pressure switch (connected to pitot/static) contacts before it gets to the normally closed hydraulic pressure switch contacts and thence to the up motor power relay.