Joined: Jan. 2017
Posts: 496
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As much as I'd love this trade to happen, there is very little chance Ottawa accepts it.
Based on Puckpedia's calculator (which currently seems to be broken so I manually went to their data source), pick 14 is worth 26.46, 42 is worth 6.76, and 85 is worth 1.74. Those add up to 34.96. Pick 7 is worth 42.44 so it's 7.48 shy. Pick 40 is 7.34 and pick 39 is 7.65 so it'd call for adding in one of those to have even value. 33 is worth 9.92 so even swapping that for 42 would come up 4.32 shy (about pick 54).
The Athletic's pick value chart has pick 14 as 5.1 GSVA, pick 42 as 2.0 GSVA, and pick 85 is 0.6 GSVA so they add up to 7.7. Pick 7 is 7.1 GSVA, but looking through 18 trades moving up in the first round the team moving up overpaid on average 10-20% with the highest being a 31.58% overpay. 10% would be 7.81 GSVA and 20% would be 8.52 GSVA, so fitting in that window would call for about 0.1-0.8 GSVA extra. Pick 33 is 2.7 GSVA and swapping that for 42 would bring it up to 8.4 total GSVA. Considering the fact that this year seems to be a big difference between the top 12 and the picks that come later, I'd think it would be at the higher end, potentially needing even more than 14,33, and 85.