I don't care what financial disasters may occur - I very much doubt they'd occur in such frequency that over 20 years of working in a high income job this guy wouldn't have 15,000$ handy for something like this. If he made 80k per year for 20 years, that's 1.6M dollars. Let's say 800k after taxes. You're telling me in 20 years, he couldn't save 15k out of 800k? Less than one half of one percent of all money made?
Also, I'd expect if he didn't have that much handy, he wouldn't have been naive enough to relocate without any kind of backup funds in case things went south with a startup, which often happens.
It all points to a certain ignorance when it comes to financial matters with this guy - the fact he relocated without enough funding to fall back on suggests not that he has weathered several storms over a 20 year period, one every year wiping out all his savings, but that he has a pattern of monetary mismanagement stretching back to the beginnings of his career.
EDIT: Accidentally replied to my own comment but meant it to be to the "you dont know me, you don't know my problems" naysayers below.