Quoting: JaredOfLondon
and even in that the Nylander and Matthews deals were, at worst, perfectly fine. People are just mad they weren't super duper amazing steals and the cap went flat right after. Marner was a pretty solid over pay, but at the same time no worse than any gm has made
The problem was the lack of term combined with the overpays relative to comparables.
It's virtually impossible to not get a good deal on a 1st time RFA contract.
Looking at the Nylander deal, he had worse numbers than Filip Forsberg (6x6) and much worse numbers than Pasta (6.6x6), and got 7x6.
Matthews is tough to evaluate with limited comparables but 11.6 vs McDavids 12.5 I'd say is an overpay, and then only getting 5 years is a disaster.
Marner deal is honestly some of the worst negotiating ever. No other wingers had anything close as RFAs at the time, for a guy coming off a 26 goal season.
Rantanen signed after (meaning he was able to use the Marner deal as a comparison), and with better production and imo a better player got nearly 2 mill less AAV.
Good deals would have looked like
Marner 8.5x6 or 9.5x8
Nylander 6x6 or 7.25x8
Matthews 10x5 or 12x8
Honestly, a lot of leafs fans disagree but the cap flattening somewhat bailed you out on not getting term on these guys.
Imagine what Marner, Nylander, and especially Matthews new contracts would have/would look(ed) like if the cap was at 93 million this year.