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If Villa do get into administration, does this mean that all those ludicrous contracts are cancelled?

Yes, but the implication was that getting to the PL was the answer to all financial woes but, as you've both explained, clubs can get into financial trouble in the PL too. We're talking about Villa here but it could easily be about Sunderland, Bolton or, going back a bit, Leeds (as well as...

Villa had many years in that promised land, with untold riches ... look at their debt levels

All of that applies to Sunderland too ... and look where they are. History means nothing: it's how well the club is run, and I'm not convinced that Villa is particularly well run. If history counted for anything Brighton would still be in League 1