From my experience that rolling off thing is not true of the vacuum two speed in the vintage of Chevy truck that you have. As you have confirmed it takes vacuum to shift to hi or lo as noted by your test of the lines and the vacuum swapping from one to the other. I have been around a handful of Chevy trucks with vacuum two speed axles from the sixties and never heard of this being an issue. This may have been true of an axle with a different design where vacuum made the shift to hi or lo, but a spring returned it to the opposite speed. As far as having a good emergency brake if there was a disconnect in the rear axle it would not help anyway because the emergency brake on those trucks is on the back of the transmission and locks the driveshaft from turning. Wheel chocks would work in any case.
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Today's Featured Article - Field Modifications (Sins of the Farmer) - by Staff. Picture a new Chevrolet driving down the street without it's grill, right fender and trunk lid. Imagine a crude hole made in the hood to accommodate a new taller air cleaner, the fender wells cut away to make way for larger tires, and half of a sliding glass door used to replace the windshield. Top that off with an old set of '36 Ford headlight shells bolted to the hood. Pretty unlikely for a car... but for a tractor, this is pretty normal. It seems that more often than not they a
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