There are also some reasons not yet listed above, that make organizations less likely to leave valuable equipment in dumpster for anybody to fetch. Less likely compared to the past. Namely: records, bookkeeping, taxes.
Records. Unlike you, who may freely decide about your own stuff, the management in organizations controls property owned by somebody/something else. That property can’t just disappear. There must be a record, that shows to whom and in what circumstances the property was passed. If a waste management company picks up the equipment in bulk, the entire process is very simple and streamlined. The same can’t be said about a random person obtaining the items.
Bookkeeping. In finances the same thing may be a loss or not depending on the context. Already deprecated(1) equipment, that is officially marked as waste and passed to a waste company, is not a loss. It’s already worth $0 or less. But the same equipment, if not marked as waste but considered potentially useful to anybody, has a positive value. If it leaves the organisation without producing sufficient profit, it’s a loss. All praise the books.
Taxes. Marking unneeded items as waste, getting some single entity to pick them up, and getting a stamp on protocols makes taxes trivial. Not doing so puts the organization at risk of messing up taxes.
Of course all this may be dealt with (depending on your location). But that requires effort. I hope you may see how avoiding that effort leads to discarded equipment basically being piped to some external company.
(1) In accounting sense.