Sony had notably weaker content for their E3 presentation, as most of the games they showed were multiplatform, but they had a much better PR team and just made a better presentation.
The Microsoft team's biggest problem was that with a massive change like they wanted with their DRM policies, they would have to be precise, clear, and market the benefits like crazy. They did none of that: they swept it under the rug and it came out in Q&A's after the presentations. Gamers rightly got defensive: companies don't sweep "good" changes under the rug.
Chances are this is because Microsoft didn't know what they wanted, either. I have heard at least four variations on the family plan, and I'm convinced most of their DRM policies were still rough drafts when they made the announcement/ E3 presentations. BAD IDEA. If you don't know exactly what you want to do, you can't communicate it to your audience in a positive way.
That would also explain why their policies were so retarded. They were filled with half-baked ideas. Cloud computing in particular: if they really wanted to pimp the cloud, why not make the XB1 a cheap box to fling an image on screen rather than a $500 monolith.
Sony was much more up front. Yeah, used games will still work. Yeah, you need to pay for PS+ now for multiplayer.