Sure, there's a lot of luck involved in the draft since we can't be sure who will have a season that surpasses or falls below our expectations, but I'd make a deal if I thought it benefitted me, and it wouldn't have to be "incredibly".
If the way I rank the players indicates a significant drop-off in quality between, say, the 13th and 14th picks, I might be williing to trade the 1st & 19th picks for the 9th and 10th, if I didn't think there was as much of a difference between the 1st and 9th.
This might come into play in the later rounds when there's someone left who you really want and you're afraid he might get taken before your turn, so you might be willing to trade up, trading away maybe two later and lower picks.
And if I figure that it doesn't make too much of a difference - that the later rounds are even more of a crapshoot than the earlier ones - I might trade a pick that's a few notches higher for two picks that are a few notches lower figuring that I'm increasing my chances of getting lucky with a "sleeper" pick.
I gues we'll see what happens.
As I said, I just want everyone to understand that there's the possibility that this could happen, since in reality it can't be stopped.