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Why Making More Money Won't Make You Wealthy with Jaclyn Johnson

2026-09-1623:56

You've been optimizing for the wrong number. Revenue, salary, brand deals, sponsorships — none of that is the same as wealth. And the difference between people who make a lot of money and people who build generational wealth often comes down to one word: ownership. In this solo episode, Jaclyn breaks down four stories that were in the news this week and what they can teach every woman about where the real money actually gets made. In this episode, we cover: • Why Purely Elizabeth's $850M ex...

Isle of Monday Founders on Building a 30K Waitlist, Landing in Vogue & the $47B Market

2026-09-0922:47

The secondhand fashion market is worth $47 billion and growing three times faster than traditional retail — and Gabriella Curatola and Janelle Gray-Gilbert are building the company that's going to define it. As co-founders of Isle of Monday, the first rental platform for luxury vintage, they launched in December with 200 styles, hit 30,000 on their waitlist before officially launching, landed in Vogue, and did all of it while working 90-hour weeks and self-funding every single piece themselve...

Ali Kriegsman on Selling Her Startup, Helping Founders Raise $20M & the Fundraising Secrets Nobody Talks About

2026-09-0228:26

She sold her startup to the biggest B2B events company in the United States, spent a year in a post-exit identity crisis, built a consulting practice that helped founders raise a collective $20 million in venture funding, wrote two books, launched one of the most talked-about Substacks at the intersection of business, gender, and culture, and published a debut psychological thriller that landed on Reese Witherspoon's book club podcast with zero outbound PR. Ali Kriegsman has been busy — and s...

Stop Waiting for Brand Deals: How to Build Real Wealth as a Creator with Nadya Okamoto

2026-08-2636:55

She started a nonprofit at 16, built a period care brand from zero to $5 million raised while posting on TikTok, grew to 6 million followers across platforms, and is now stepping into her next chapter as Chief Creator Officer at Cherub — all before most people have figured out what they want to do with their lives. Nadya Okamoto is here to talk about what the creator economy gets completely wrong about building wealth, why brand deals alone will never get you there, and what to do instead. I...

The C&C 100 All Stars on Starting Over, Ditching Perfection & Being the Villain in Someone Else's Story

2026-08-1913:31

We sat down with our C&C 100 All Stars — Allison Ellsworth, Keltie Knight, Chriselle Lim, Gregg Renfrew, and Alli Webb — to talk about what it really looks like to start over after you've already made it. From selling a company to Pepsi for nearly $2 billion to ditching the scarcity mindset to learning to be okay with being the villain in someone else's story, these women are proving that the second act is just as exciting as the first. In this episode, we cover: • Why purpose is more p...

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