35 side-hustles into a freelance career, with a book, a podcast, and a growing reputation as a keynote speaker, Jay has many strings to his bow.
Watch him give a speech or hear him talk and you’d be forgiven for assuming he has it all figured out. Jay oozes confidence, but he’ll be the first to tell you that he’s making it all up as he goes along.
Only this summer, in fact, Jay thought about leaving it all behind and getting a job. To his credit, he was able to overcome that threatening bout of self-doubt just as quickly as it appeared.
But it just goes to show - even the boldest among us can struggle with being freelance.