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How do you evolve beyond society’s scorecard?
Reject conventional wisdom. Embrace uncertainty. And be ready to lose everything to find yourself.
My guest today is Sahil Bloom, a former Stanford baseball player and finance executive who experienced an awakening when a friend’s simple observation—that he would only see his parents fifteen more times before they died—sparked a complete reimagining of his priorities. Through his wildly popular newsletter, The Curiosity Chronicle, and his new book, The Five Types of Wealth, Sahil has captivated millions with his approach to living purposefully.
“Don’t put things off for later. Later is just another word for never.”
– SAHIL BLOOM
Today, we explore:
- The Five Types of Wealth Framework
- Breaking Free from the Arrival Fallacy
- Transforming Time into Meaningful Moments
- Healing Family Relationships Through Presence
- Redefining Success Beyond Money
For those who prefer a visual experience, the conversation is available on YouTube. As always, the audio version streams wild and free on Apple Podcasts and Spotify.
Note: In celebration of Sahil’s appearance on the podcast, we’re giving away three signed copies of his transformative book. Subscribe to the newsletter at richroll.com/subscribe for a chance to win.
Peace + Plants,

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- Connect with Sahil: Website | LinkedIn | YouTube | Instagram | X
- Book: The Five Types Of Wealth
- Growing Viral: SAHIL BLOOM: FROM CORPORATE FINANCE TO A 1M+ FOLLOWER CREATOR
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Thank The Team: I do not do this alone. Send your love to Jason Camiolo for audio engineering, production, show notes and interstitial music; with additional audio engineering by Cale Curtis and additional music by Moby; Dan Drake & Morgan McCrae for video, & editing; graphics by graphics by Alejandro Ribadeneira & Bryan Lawrence; portraits by Davy Greenberg; copywriting by Ben Pryor; and theme music by Tyler Piatt, Trapper Piatt & Hari Mathis.
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