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I don't restart unless the file deletes itself / becomes corrupt somehow [Leafgreen (1), Sapphire (2)]; I got Pearl the day it came out, so that's never being restarted, and I'm careful with what I do in it.
I restarted my Sapphire once (technically twice, since it had a file on it when I got it)
Restarted FR once
meh..... I'm sedimental, so I won't ever restart Pearl. EVER. and I'm only about halfway through with Emerald, and plus it's EXTREAMLY usefull in gen3, so I think I'll keept that file around for awhile