I assume the one who focused on their career since they likely didn't actually accumulate any significant wealth while missing out on all the fun due to the way we compensate workers.
Hiring and compensation is also quite ageist (this time not in the normal bad way!) where being thirty generally entitles you to a higher salary expectation than someone in their twenties.
However, I think there are just as valid arguments to be made for each of the people noted - some people would view the person with kids as having a burden to deal with through their thirties and other folks will consider the person who partied to have wasted their time possibly killing off brain cells and doing nothing "productive".
I think overall this is a really personal and opinionated question - I'd favor the career oriented individual as "failing" purely from a philosophy focused on enjoying and expanding the non-vocational portions of life, but we've all got different wants and needs - I hope the third paragraph helps explain the trade offs all three folks are making. The key thing is that nobody gets to live all lives - unless you're talking about The Egg[1].
1. http://www.galactanet.com/oneoff/theegg_mod.html