Naked and ADV bikes don't go to "the track" except to spectator parking - and that's fine. Sales numbers in those segments are much bigger than those of track-ready sport bikes. I'm sure more than a few of these will be seen ripping through mountain roads ... or dirt roads.
For these two bikes to be at the stage of development apparent here, and with what is apparently a new engine, it's pretty likely that they have been under development for a couple of years, which means the realization (that their traditional market is in an inexorable decline) would have been made some time before that.
The obstacle that remains to be overcome, which is the same obstacle they faced with Buell, and then with the entire V-Rod platform, and more recently with the 500 / 750 platform, is the dealer network. It seems that H-D dealers know how to sell the bloated, overweight, traditional old models. They don't know what to do with anything else, and seemingly steer customers towards what they know how to sell. The LiveWire is going to be particularly challenging.