For weeks, we have heard that we may not see a Matthews deal announced until after the Nylander contract extension is completed. Multiple credible sources have indicated recently that the Leafs want to get Nylander signed before announcing a Matthews extension to avoid the Nylander camp increasing their ask from the $10M+ per season that they're currently seeking.
Carlo Colaiacovo, an ex-Leafs defenseman and current TSN co-host and analyst on TSN 1050's First Up, dropped an interesting little nugget of information on the Matthews extension on this morning's program. Colaiacovo had mentioned that with Matthews in town, he believes that we'll see him sign very soon.
It's going to be interesting to see whether or not this means that the Leafs will announce both extensions this week or if they'll do things out of order and announce Matthews first. There also exists the possibility that they'll just move on from Nylander if he is unwilling to budge on his contract ask, in excess of $10M per season on a long-term deal.