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Pay attention to all of those "<name player here> desires a trade" stories...
Go into Player Trade, put said player on their side and immediately use Make This Work Now. You can judge the desperation of the team to get rid of the player based on what they say they'll take. If they'll only take some of your better prospects, don't bother. If they'll take your worst scrub player, you're in business.
Put said scrub on your side, then put the best prospect in their franchise on their side (you should have two players on their side now). You'll be amazed at how often you can get one or two of their highest prospects for your one scrub player.
Bonus: Look for high-star rated players making little money (less than $2M) who are in the last year of their contract who "want to be traded". Combined with the above, you could either resign that "want to be traded" player yourself, or let him become a free agent and pick up at least one draft pick (odds are good he's a Type A free agent when he has 4 or more stars). And... you get to keep the prospects too!
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