In a vacuum, the trade wasn't terrible. Like if you were to ignore the context of where the team was at and Benning's trade history, then I think people wouldn't have reacted the same way.
-Rushing a rebuild to compete and this trade appearing as a last-ditch effort to save Benning's job (no playoffs means no job for Benning). This trade isn't unique to the rebuild rush, you can see all the other age gap experiment trades Benning has made that didn't work out quite so well.
-Being a bottom 10 team in the league for 4 out of the 5 previous seasons, generally a dumb idea to trade your 1st if you have a track record of consistently being a bottom team.
-Benning's trade history and his pro scouting record were terrible prior to this trade.
-Ownership wanting to make a splash as the draft occurred in Vancouver, which may have put pressure on Benning to make a move for the wrong reasons.
-Whether or not Benning actually negotiated the deal well (considering Tampa was in a cap crunch and needed to trade Miller). Just a rumour so not the main point I'm trying to make, but doesn't exactly instill confidence in Benning's abilities.
I still think management approached finalizing this roster in an ass-backwards way. They pretty much went all-in this season with the Miller trade, Myers and Ferland signings, and Toffoli trade, knowing that it would compromise the upcoming seasons in being unable to afford impending UFAs, along with having no high draft picks and a shallow prospect pool with the subtraction of Madden. These moves should have been made in a couple of seasons to solidify our Cup window, not detract from it.