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Here is what I do (and it's not unrealistic):
Sort their entire roster by financials. Find a player with one year left and a similar salary who is rated much lower than the guy you are offering. Find a few prospects and make the deal.
I have trading on Hard. I am the Pirates.
Another thing to keep in mind is that sometimes the market just isn't there for a player. I got King Felix for about 5 mil a year for two years and nobody wants him. Time of year matters, as well as need.
My feeling is that you can tune this problem away, but not sure about the ramifications.
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"The most important things to say are those which often I did not think necessary for me to say - because they were too obvious."
André Gide
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