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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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In this episode of The Riley Black Project, we sit down with Tess from Wealth With Tess, a former aerial acrobat turned investing educator, who’s helping creatives, makers, and small business owners take control of their money and build long-term wealth. 💰✨
Tess shares how she went from performing high above cruise ship decks to buying her first investment property after a single Google search—and eventually creating an entire brand to simplify investing for self-employed entrepreneurs.
We talk about:
⚡ The biggest money myths holding creatives back
⚡ How to start investing with as little as $10 (yes, really)
⚡ Why small business owners should open a Solo 401(k) or SEP IRA
⚡ Building wealth when you have inconsistent income
⚡ Finding the right financial advisor (and what red flags to watch for)
⚡ Tess’s free Founders Mini Course for business owners ready to invest smarter
This episode is packed with practical steps, relatable maker stories, and simple money tips that anyone—from side hustlers to full-time entrepreneurs—can apply today.
👉 Check out Tess’s free mini course at WealthWithTess.com/founders
Support the show
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