OP, I'll just say "Perhaps" to all of your timeline. It's an interesting thought.
I honestly don't believe the "no hands" capability will be here for quite some time, and when it does, it will end up requiring more sensors and/or hardware tech in our vehicles than currently available -- I'm thinking poor weather, limited visibility, etc being a whole set of obvious complexities -- but then, Tesla has to get their arms around the many challenges associated with dealing with stop lights, 4-way stops, pedestrians, bicycles, motorcycles in California legally making their own lanes on the freeways, dogs and children running out into the street, twisty mountain roads with sometimes no barriers and lines, and the rest that requires some very intricate decision making logic. To make our cars operate hands-free, that logic will have to incorporate some amount of acceptable risk that each of us take millions of times as we are driving our vehicles. You hopefully know what I'm saying -- as an example, ever been at a 4-way stop with multiple cars arriving at the same time: no one goes, then multiple people decide they should, or someone never seems to ever move even after you and everyone else has? I was a programmer long ago, and it's that sort of logic that needs to not only follow the law, consider safety for idiots and situations out of the ordinary or no one considered, but also an ability for the vehicle itself to take acceptable risk to keep you and the grid moving. It's that last point I think will be even more difficult because when we talk risk that your vehicle assumes, is that really Tesla's decision, or somehow the driver's that needs to be accepted and imbedded in the logic so the vehicle is still acting on your behalf, and how will all that sort out with the legal ramifications and our society that loves to sue for everything and anything these days. I absolutely see why Tesla keeps deploying what they have with AutoPilot in the sequence they are. IMHO, it's the next set of things Tesla will deliver beyond V7.1 (fixes and tweaks, I bet) that will be even harder.
I suspect an offspring of HAL will need to be driving our MS one day. 
An Adjunct FWIW: I just hope Tesla continues to do their due diligence before putting out code and new/refined capabilities associated with safety systems and AutoPilot. IMHO, they did a good job with V7.0, especially keeping the new AutoPilot capabilities off until discretely turned on by an owner. We'll always have crazy people that turn things on or use things and capabilities without reading -- be that new technologies or things just new to that individual -- but such is the case with vehicles or any devices -- even lawn mowers and power tools -- people get their hands on. As sad as it is, companies can only protect people from themselves so far while they try to deliver new capabilities into the market. It's probably wishful thinking, but I just hope EM is learning hard lessons to get his overly-agressive public target availability announcements under control -- they set expectations and apply perhaps undo pressure to then deliver when something may not really be ready, as well as continue to make Tesla get a black eye when dates and perceived capabilities right-or-wrong are not met. He can set all the internal targets he wants -- that's his job, but hopefully nothing ever -- especially safety and AutoPilot capabilities -- ever come out even in so-called Beta Form before they are truly ready...
