I think as long as someone crosses their T's and dots their I's - basically getting the wrapping up checklist items complete in terms of financials, existing business, wills, etc. - I don't see an issue with this at all.
I do think they have to pass a stress test so that no legal or financial liabilities are left behind, but once everything clears, go for it. And if such liabilities can't be cleared, then perhaps there is a public program or NPO that can help settle matters with proper planning and resources, or even have a family member or friend vouch for their status.
I'm not a fan of using it to weasel out of crimes or responsibilities, so I do think there is some structure to this - but ultimately I don't think this is a bad thing.
To be honest, if I was working and I didn't feel like retiring for 30 years, I'd use this thing. Hell, I might even cap retirement at something like "five years", then do away. That way I know how much I'll need for sixty months of living and its not a colossal burden trying to stretch retirement out for another 30-40 years.
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