Of course everything has it's analyst price point...they may offer different options for different prices..it seems very TESLA to give a very affordable upgrade but for $k more add the option for supercharging...just my observation which I resonate with BTW
I don't think it makes much financial sense. What percentage of Roadster owners would upgrade right away just to get Supercharger access? IIRC the original pack costs $38,000 to replace, and they might charge the same for the new pack just because they can. At best it would cost half as much.
Tom Saxton of Plug-in America just released data showing that a typical Roadster pack will be down only 15-20% after 100,000 miles. His data also showed that the average Roadster was driven 10,000 miles a year (this could well be high due to selection bias). So it's entirely possible - if not likely - that most Roadster packs will last 10 years. Most people will probably wait until their packs die, and I wouldn't be surprised if half the fleet never got upgraded.
It will cost millions to engineer the new pack. If they change the weight they might need to do crash testing. Plus it's a distraction from their primary goal of moving Model S, Model X, and Gen III forward.
So my prediction is that we'll get a new, higher performance pack, and nothing else.