I feel that Jetpack to WordPress is Google to Android. If you don't want Google's services on your phone, you'll get the AOSP "plain Jane" version. Of course, someone like Amazon can come along and make a fork of Android that was awesome too, but nobody is stepping up to fill that role in the WordPress community yet.

I'm an iOS guy but sadly or fortunately (depending on which camp you're in), WordPress is more like Android than iOS.

Also, I don't know that growing WordPress to 50% market share is the best goal. What's the point of market share alone? Maybe initiatives like WordPress for enterprise would be better? The benefits would trickle down to the consumer level too, like F1 racing.