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Apr 22
How Sophie Rain Makes (And Spends) $100,000,000 Per Year
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1h 47m
Sep 2025
253. Stop Making These 5 Side Hustle Mistakes with Mal Rowan
Building a business on the side isn’t easy—I’ve been there, hustling before and after my 9–5, wondering if I’d ever make enough to quit. In this episode, I’m joined once again by my friend and fellow entrepreneur, Mallory Rowan, to break down the five biggest mistakes side hustle ... Show More
37m 5s
Sep 2025
Our Funniest & Most Cringe Mistakes as Entrepreneurs (+ How to Recover When Things Go Sideways)
Some mistakes feel so big in the moment that you wonder how you’ll ever recover. Trust me, Chris and I have been there more times than we can count. In this episode, we share the behind-the-scenes bloopers that used to feel catastrophic but actually taught us how to lead, laugh a ... Show More
21m 15s
Sep 2025
#92 If I Wanted To Become A Millionaire Creator in 2025, This Is What I’d Do
I sat down with my friend Jon Youshaei ( @youshaei ) to get real about what it takes to build content that actually drives business. We dug into how I face down public speaking fears, deal with critics, and why showing both the grit and the glam is essential. I also shared exact ... Show More
42m 58s
Apr 2022
294: Is Hustle Culture Bad for Your Wallet?
I came across a controversial tweet that read, “If you’re getting 8 hours of sleep every night, you aren’t working hard enough.” This reminded me of another statement I recently heard: “If you aren’t earning 6 figures, you aren’t working hard enough.” Each week I join Natalie Liz ... Show More
10m 46s