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I figured there were probably rules against collusion IRL, and in the scenario I described, it would be obvious collusion, i.e.; an NL team wouldn't pick up that DH unless they already had an assurance that they could unload them.
However, I don't think it's a bush-league move to grab a veteran on a short-term contract with the idea that he might become tradebait later. Obviously, grabbing him and trading him away immediately is shady and exploitative at best.
But in real baseball, it's a fairly common strategy for a cellar dweller to pick up a few past-their-prime vets, hope that one can have a return to form and then net something around the trade deadline. In this case, I'd argue that it's fairly common for teams to assess a player's value as what he might be worth to someone else later instead of what he's worth on the field now.
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