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I can't speak for anyone else, but I've run across domains that were dropped that were the non-hyphenated brands of people's sites in this business who were using the hyphenated versions and registered them, or the domains were part of a larger aquisition, and just gave them to the person/company. Off top of my head there was a domain that matched one of the properties of PinupDollars and another one for a stockings TGP. Not everything has to be about money.
Having said that, most registrars start firing off emails weeks in advance of an expiring domain, long before it's actually available to be registered by someone else. To let a domain expire that you actually want is pretty careless, quite honestly, regardless of the actions of the user about whom you are speaking.
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