That is the wrong way to approach this new shift.
There will simply be too many menial jobs made obsolete for blue collar workers to step up into supervision/technician roles.
Instead, they will have to find new kinds of jobs. The kinds of jobs that cannot be replaced by robots without getting stuck in the Uncanny Valley. Jobs like personal trainers, yoga instructors, physical/massage therapists, tattoo artists, hairdressers, and so on. Unless a robot can 100% mimic human form and action, these jobs aren't going anywhere - certainly not overseas.
I'm calling it here and now: as jobs are lost too quickly for people to retrain (or even want to adopt an entirely new skill set) we will see a new push for the legalization of prostitution. If nothing else, you can always sell your body by the half-hour, and no robot could ever truly replicate the closest of human touch.
Joke aside, it's funny all the Uber drivers are collecting data for a company that is going to replace them with AI cars..
I think you're thinking about this backwards. AI will claim professional jobs like accountants and lawyers LONG before it affects hairdressers and plumbers.
Maybe I'm being a bit pessimistic, but can AI really create jobs just by taking over old ones? Sure we could train some new "data analysts [and] trip optimizers", but in the end can we really mass replace low skilled blue collar jobs with higher skilled ones with the wave of a wand? In the period between when robots can automate the majority of low skill jobs and virtually all jobs, there is very likely to be some sort of significant turmoil as our economy undergoes a paradigm shift of sorts, and I don't think "just retrain workers" is that viable of a solution.