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Donald Trump personally does not have standing to file. That is why he is not a plaintiff in any of these cases.
You are correct in saying that there have not been 40 cases filed and lost. The number comes from how many times Trump (or, more accurately his surrogates) has been ruled against.
Some of those cases involved multiple negative rulings.
I'm being colloquial, but while the none of the lawsuits were "lost," being ruled against sure as hell ain't winning.