I don't think he would be asking if the tire was in the air.
If the tire goes flat and is left with weight on it, the tire may deform which could cause it to seperate. I'm not sure if this is much of a problem with radial tires but bias tires will deform quite easily.
I don't think it's a good idea to leave the tire deflated with weight on it for a long period of time. Either fix or replace the tire, continue to inflate it at the rate it deflates or get the weight off it.
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