Paul Ollinger is a nationally-touring stand-up comedian, author, Ivy League MBA, former Facebook sales leader and host of the podcast Crazy Money. What this means, between the lines: he was one of the first 250 Facebook employees, which means that...well, he was able to retire at the age of 42. But does that make him successful? That's what we discussed here—getting into the fact that he discovered he loved stand-up comedy while in business school (ie, the last place on earth you go to discover you want to go into one of the least financially rewarding careers imaginable), how he still worries about the gas bill even after his Facebook windfall and the ways he tries to raise his kids to appreciate and understand money. This type of conversation is exactly what I'd hoped to be able to have when I decided on the new version of the podcast. Warning: if you listen to it, you may come away with different definitions for "struggle" and "success" than you ever had before.
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