Most people will be able to learn, some will not and they'll get hooked, just like most people learn to handle alcohol or marijuana or exercise or food or... well, all those other things which - when taken to extremes - can ruin lives.
The scenario of the AI-equipped device which tells you it is time for bed reminds me of the space ship in the WALL-E movie where humanoid slugs zipped around on powered chairs from entertainment to entertainment. This is not a future I want to be part of.
So with that said, we already use technology to enhance our intelligence -- reading and writing, for example, or more recently things like wikipedia and google maps. Why not use intelligence to enhance our self control as well, if it leads to more fulfilling lives?
It might work for that part of the population which lacks sufficient self control just like insulin pumps work for that part of the population which lacks functional thyroid glands.
In this case, walking and cycling are like the basic functions of self discipline that almost everyone does like eating and going to the restroom. However, there are a significant number of people who need technological and human assistance with both of those things - whether it be because of age or genetics or poor life choices. All of those people are massively helped by technology.
Just because most people can walk on their own doesn't mean that we should force paraplegic to do so.