What do you mean regulations about retraining pilots? Any time you change airframe you generally have to retrain, and it really isn't that big of a deal, just an expense. My father-in-law retrained from the MD-11 to the 777 a few years back at over 60 years old and did completely fine. The regulation to retrain on a new plane is absoloutely reaonable and it was boeing trying to pretend the MAX was similar enough to the next gen that caused the issue. In terms of inherent flight characteristics it never was similar, and no amount of software could make up for that.