The 3 issues plaguing Toronto:
1) Soft bottom 6, to easy to play against Toronto
2) Goaltending
3) Top 6 winger.
Toronto really needs to fix it's bottom 6, it's okay if your top 6 is soft but can score goals, but your entire lineup cannot be full of soft players, there needs to be a mixture. Kerfoot/Kampf (I do like what he brings defensively)/Mikayev/Spezza/Kase don't make the others team life hard. Simmonds/Clifford are what we are looking for but aren't good enough. The fact we keep signing UFAS to plug every hole and haven't been able to bring in cheap ELC players to fill in needs at all on the bottom 6 is a big problem.
Goaltending isn't the sole issue when we lose, but dating back to a few years now, every time we have a chance to eliminate a team, (Game 5,6,7 against MTL and Game 6,7 against Tampa,) our goaltender is always the 2nd best goalie on the ice.
Having another good player to play beside JT + Willy has been an issue for years now, time to find a player to complement them.