The list of problems I've had:
The Latex becoming hard and creased when not used for extended times, easily remedied by soaking them in some hot water for 20 min or so.
Rips forming in latex. This seems to be a wear issue from number of uses, and possibly from me not getting all the bubbles out when making it in the first place. I have managed to initiate repairs on these, however, and still use the mold in question.
Occasionally, some plaster bits will stick in the mold and the subject will be a bit pitted as a result. There's a number of mold releases to prevent this, I personally just consider it free aging to whatever, and clean off the bits before starting a new one. I have noticed the molds that start doing this seem to become increasingly more likely to do it again. But, again, I don't mind and haven't really tried to prevent it.
Loss of elasticity in cold weather. And I mean COLD. Doing it outside in december is not going to work (my garage is not heated).
That's pretty much it. So long as you care for them right, they seem to last a good long time.
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