It has been known forever that this core of skilled forwards who fail in the playoffs just dont have it in the playoffs.
BUT, some reason leafs management gave them giant contracts. And AM, Nylander, Rielly got them again.
JT and Marner who knows. They might let them go, or still sign them back if they can agree on a contract. Even if they let them go and use that money for other players, the team is still saddled with AM, Nylander, Rielly who collectively are not good playoff players. So the team is saddled with forever playoff underachievers for another 5 years.
The problem isnt Leafs specific. It's management specific as every sport is similar. They open up the wallet to high scorers not giving a shit if they tank in the playoffs when it counts. All they care about is high scoring regular season stats some reason.