For an example of a training platform that does analyze your outdoor rides and use “AI” (that’s a misused term, including by TR) To adapt your training plan based on your rides: JOIN.
It does interpret your outside rides and is quite flexible in how it does so. Instead of giving very strict and complex workouts, it prescribes a ride like 2 hours at X% with 5 intervals of Y% and Z duration. It will export a workout file and sync to TP or whatever. But here’s the beautiful thing: you don’t need it. Just remember the overall goal. Go on your ride. Make it 1.5 to 3 hours, do the intervals at any time in the workout, not some strict specific time shown in the workout file. JOIN’s algorithm will figure it out and give you a compliance score that is similar to how a human would rate compliance; did you more or less achieve the goals, while ignoring the second by second power target error. With TR, even if I follow the workout power targets, if I so much as stop at a stop light it’s considered non-compliance and might hurt my PLs and possibly giving me easier future workouts.
Now there’s major differences in approach that JOIN has vs TR, but it also adapts your workouts automatically based on what you did vs the plan.
That’s just one example. There’s also atletica.ai that uses “AI” to adapt your training, even for triathletes. I haven’t checked them out in detail. But there will be more and more companies coming out with “AI” training platforms that can deal with not following the exact second by second workout as well as group rides, races, etc.