After a lengthy hiatus, TSN's Chris Johnston returned to his podcast "The CJ Show" and provided a bit of insight into the Matthews and Nylander extensions. Johnston said over the last month that it has been fairly quiet between the Leafs, Matthews and Nylander. CJ stated that he believes Nylander is hesitant to be the first to sign again due to the pay gap that arose the last time he, Matthews and
Mitch Marner signed extensions one after another. He reiterated that Matthews is going to sign, but wants to win and is figuring out the best way to help the Leafs do so.
CJ believes that the Matthews extension will very likely occur very close to the time frame that
Nathan MacKinnon's extension was announced last off-season, signing on the eve of training camp. Neither Matthews nor the Leafs want to enter training camp with all of the Toronto media fixated on his extension talks.
With training camp not scheduled to start for another five weeks or so, it means that Leaf fans and media will continue to speculate how long his deal will be and for how much until he signs.