That old joke about "where are the flying cars? Have you ever heard of airplanes" misses the essential dream: To go into your garage, hop in your car and lift off and go wherever. That's the flying car. Sadly, unless we make some strides in the direction of gravitational manipulation or fusion drives, I'm not sure that'll ever be a reality.
Still not an easy problem. Closest is probably the doomed Moller Skycar. Once we have self-driving land-based cars (and widespread mainstream acceptance of them), a lot will open up since we could relieve the burden of human control.
Granted, I was just in an accident a few weeks ago, and it dramatically changed my view on driving altogether. Crashes aren't just something that happens "to someone else". People are very irresponsible, reckless, and impatient when it comes to moving vehicles.
Once you have an airplane that's as easy to fly as a car is to drive, you can do all of what you're talking about, and there's no reason to combine it with something that can drive it on a highway. It's not that big of a hassle to switch vehicles at the airport.
As far as licensing, you still need (in the US) to get a Light Sport certificate, which is most certainly a higher bar than a drivers license.
I agree that the Light Sport standards lower the bar for pilot and airplane certification, and that the result is great for general aviation. But lets not pretend that this airplane plays a big role there.
In short, the one thing about the "flying car" concept that's interesting in the real world is making the things easier to fly. This "flying car" misses that one thing.