38 OA+67 OA are worth more than a late first
Basically a crap shoot after around 25
Just make the picks
It depends. I think some people look at it as moving up X number of spots rather than a team being surprised that there's a guy who's #15 on their board is still available. I suppose I understand the mentality that you'd rather have more darts to throw at the dartboard, but you would hope your team of scouts might be able to identify somebody worth moving up for.
The draft pick value charts are a nice reference but each draft year is unique. Sportsnet had a 31 Thoughts podcast with a guy who now works for Columbus and he started out by making a value chart. I didn't agree with everything he said, but I could understand that they're trying to figure out the perceived value of a pick versus what it's actually worth.
In the late 90s, early 2000s, Dallas made a few 'late firsts for early seconds and an extra pick' type trades. When you replace the picks with the actual players who were drafted.....
1998: Dallas trades #27 (Scott Gomez) to New Jersey for #39 (John Erskine) and #57 (Tyler Bouck)
1999: Dallas trades #28 (Kristian Kudroc) to NY Islanders for #32 (Michael Ryan) and #96 (Matthias Tjarnqvist)
2003: Dallas trades #28 (Corey Perry) to Anaheim for #36 (Vojtech Polak) and #54 (B.J. Crombeen)
You could also add in their trade downs in 2002/2004 which netted Alex Semin and Travis Zajac for the teams moving up and not so much for Dallas moving down with the extra picks. As an added note, according to Craig Button, the Dallas scouts asked Bob Gainey to trade up in 1998 for Jiri Fischer but Gainey thought he'd drop to #27 (Detroit would end up taking him #25).