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Whichever transmitter that is closest to the receiving station will have capture effect, meaning it will squash the other signals.  Or if they are close to similar strength, it will just sound like two stations at the same time and neither will be intelligible.  The local repeater I frequent has A LOT of traffic which often results in stations TX'ing on the input at the same time - usually accidentally, but sometimes there are jammers.  You're describing the same type of problem with the setup you're proposing.