I think it's a bit of both. We don't have many two-way forwards, or maybe we do but they just aren't playing it because they think the counter-attacking approach will take them through 82.
I posted this in a different thread, but 3 of the things contributing to the possession problem are: 1) board play, 2) the breakout, 3) puck management in general.
For board play, two of the best forwards are Clarkson and Kulemin. JVR at times. Everyone else is pretty terrible. For this one I'm having a hard time figuring out if it's personnel or systemic. I want to think these forwards are capable of being good on the boards, but the evidence suggests otherwise.
On the breakout, well, this is an obvious one we've seen all too many times, getting hemmed in our zone often. The forwards don't seem to think they have a role in it and don't offer support to the D. The forwards just start skating out of the defensive zone, ending up with the D having to make risky stretch passes. A lot of the time the opposing D just pinches in to intercept and the whole process starts all over again, and the Leafs remain hemmed in.
Puck management in general... You don't need to always wait for the best scoring chance, but our players often do, even when we badly need a goal. In this sport sometimes you just need to take a shot because anything can happen. The longer you wait trying to set up something that looks sexier, like more of a scoring chance, the likelier you are to just end up causing a turnover, which happens a lot.