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If you have a limited draft budget this year but you think you'll have a large budget next year then what you can do is throw all your money this year at a really good, late-round "impossible" sign. If you don't sign your first 5 guys then you'll have ten picks in the first five rounds next year thanks to compensation. With the increased budget next year you should be able to sign 10 players. Along with the "impossible" guy you'll get 11 players instead of 10.
In real life the Blue Jays got Rowdy Tellez in the 30th round by taking lots of cheap signs in the early rounds, but the exact mechanics are different in OOTP than MLB.
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