The JVR/Bozak situation was majorly mishandled. Holding on to both of those guys and still getting bounced in the first round was piss poor asset management. Definitely don't advocate moving them mid-season as a playoff team, which is why I think Gards will walk too, but JVR especially should have been moved the summer prior for futures.After the Muzzin trade, the Leafs organization is starting to feel a little emptied out. The D still has some great depth in development, but the forward depth and forwards in the pipeline isn't too great, particularly at center. With no first rounder in 2019, it doesn't look like we'll be getting another crack at a potential blue chipper for another year and a half. With a cap crunch looming, we won't be adding more expensive talent on the free agent market either.
The thing that's really hurt us have been the Boyle and Plekanec trades, coupled with getting nothing for Komarov, Bozak and JVR, whom didn't really help with the playoff experience department. That's probably a swing of about at least 4 extra quality prospects in the pipeline who could have helped get Pietrangelo or pushed guys like Brown out of a job.
Really going to need European and college free agents to fill the gap.
The Leafs will have lost a 37 goal scorer, 50pt D-man, and 40-50 point C in one calendar year for nothing. Not great.