Slap the bottoms of his bare feet with reeds until he complies. /s
If you want to persuade your friend down the road to give it another shot, try asking what things he’d like to do and see if you can configure everything in advance. It’s impossible to predict all future desires, but knocking out some of the bigger ones could help. Honestly, I’d be surprised if he tries again any time soon. Can’t blame him. We all have different levels of tolerance for drudgery vs wanting things to just work.