How Wealthy Investors Reduce Taxes By Never Selling | Eshwar Prasad | Part 9

This episode isn't about closing out a series. It's about the philosophy underneath everything Eshwar shared across nine conversations - and it comes down to three words: give first, always.In Part 9, Eshwar closes with the mechanics of how the wealthy create tax-free liquidity without selling, why he's watching the stablecoin bill as the unlock that financializes Bitcoin in the US, and how GameStop and MicroStrategy represent asymmetric Bitcoin-adjacent bets worth understanding.He also gets personal: what he's actually building right now and who he wants to talk to, what he's willing to offer anyone who reaches out, and why his goal is to become the most boring investor possible - patient, unleveraged, and completely unbothered by short-term price movement.The through-line across the whole episode is the same thing that runs through his approach to relationships: give the knowledge freely, don't expect anything back, and let what's real sort itself out.In this episode: Why W-2 Employees Are The Only Ones Who Actually Pay TaxesThe Borrow-Don't-Sell Strategy And How It Creates Tax-Free Liquidity Why The Stablecoin Bill Is The Most Important Pending Legislation For Bitcoin Investors Gamestop And Microstrategy As Asymmetric Bitcoin Balance Sheet Plays How To Build Relationships That Last - And Why Transactional Networking Produces NothingWhat He's Building With Exemplar And Who He Wants To Demo It With Why Being A Boring, Lazy Investor Is The End Goal, Not The Starting Point How Meditation Creates More Time Than Any Productivity SystemChief Milestones is a series for operators, founders, and decision-makers navigating real constraints - in business, capital, and the life built around both.Reach out: [email protected] Milestones is a video podcast featuring honest conversations with founders, parents, and investors about building real businesses, staying healthy, and raising families.New episodes release Tuesdays and Fridays.Youtube: https://www.youtube.com/@ChiefMilestonesInstagram: https://www.instagram.com/chiefmilestones/Spotify: https://open.spotify.com/show/7HLDAe7SP3GnJSTOgAQqLy?si=6e9ac82be46f413cApple Podcasts: https://podcasts.apple.com/us/podcast/chief-milestones/id1861185226