While both of these trades were under Steve Yzerman, the Tampa Bay Lightning twice in recent drafts have traded down from the 28th overall pick in the first round. Julien BriseBois certainly had a hand in making both of those deals though. This year, the Lightning have the 27th overall pick so it behooves the team to consider trading down once again.
Once you start getting towards the end of the first round, the difference between players becomes smaller and smaller. There is a very steep drop off that goes from the top two or three players, then through the top 10 and top 20.