The thing that really complicates things in my opinion is that, for the team to take the next step into contender status, the Leafs need three things - the often mentioned big, strong, 70 point forward; a stable, contender calibre goaltender/tandem; and a #2 dman, a defensively solid guy that can be relied on without question to defend a lead, yet can still make a solid outlet pass.
Despite his flaws and people's complaints, Phaneuf is a top pairing dman. Liles has been as good as even the most optimistic fan could have expected, but on a contender he is likely a #3 guy. All the young guys look good, but at the moment it might be dangerous to simply assume Gunnar/Gardiner/Schenn/Franson/Aulie will be more than second pairing guys on a true contender. Hope for the best of course, but they are a few years away from a best case scenario, maybe more.
So not only do they need to move somebody already, they may have to look at bringing in yet another guy to crowd the situation even more.