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Inside Ryan Holiday’s $250K Reading List

Inside Ryan Holiday’s $250K Reading List

The Daily Stoic
16 Eki 2026 14 min
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<p>You could spend a lot of time and money earning an MBA, or you could start with these books that will change how you think about business, leadership, and success.</p><br><p>Watch this episode on <a href="https://www.youtube.com/watch?v=ZfVwQ1aKiDY" rel="noopener noreferrer" target="_blank">Ryan Holiday&#39;s YouTube</a> channel: <a href="https://www.youtube.com/watch?v=ZfVwQ1aKiDY" rel="noopener noreferrer" target="_blank">https://www.youtube.com/watch?v=ZfVwQ1aKiDY</a></p><br><p>Turn the words into works 👉<a href="https://dailystoic.com/read" rel="noopener noreferrer" target="_blank"> </a><u><a href="https://dailystoic.com/read" rel="noopener noreferrer" target="_blank">Read to Lead: A Daily Stoic Reading Challenge</a></u> | <u><a href="https://challenge.dailystoic.com/readtolead" rel="noopener noreferrer" target="_blank">https://challenge.dailystoic.com/readtolead</a></u></p><br><p>📚 Books Mentioned:</p><br><p>Trillion Dollar Coach by Eric Schmidt: <a href="https://www.thepaintedporch.com/products/trillion-dollar-coach-the-leadership-playbook-of-silicon-valleys-bill-campbell?_pos=1&amp;_sid=11237a736&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/trillion-dollar-coach-the-leadership-playbook-of-silicon-valleys-bill-campbell?_pos=1&amp;_sid=11237a736&amp;_ss=r</a></p><br><p>What I Learned Losing A Million Dollars by Jim Paul:<a href=" https://www.thepaintedporch.com/products/business21?_pos=1&amp;_sid=b4255505c&amp;_ss=r" rel="noopener noreferrer" target="_blank"> https://www.thepaintedporch.com/products/business21?_pos=1&amp;_sid=b4255505c&amp;_ss=r</a></p><br><p>Billion Dollar Lessons by Paul Carroll: <a href="https://www.thepaintedporch.com/products/business3?_pos=1&amp;_sid=d2e26d9c3&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/business3?_pos=1&amp;_sid=d2e26d9c3&amp;_ss=r</a></p><br><p>How I Built This by Guy Raz: <a href="https://www.thepaintedporch.com/products/how-i-built-this-the-unexpected-paths-to-success-from-the-worlds-most-inspiring-entrepreneurs?_pos=1&amp;_sid=02d0960d7&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/how-i-built-this-the-unexpected-paths-to-success-from-the-worlds-most-inspiring-entrepreneurs?_pos=1&amp;_sid=02d0960d7&amp;_ss=r</a></p><br><p>Good to Great by Jim Collins: <a href="https://www.thepaintedporch.com/products/business9?_pos=1&amp;_sid=44860c5d9&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/business9?_pos=1&amp;_sid=44860c5d9&amp;_ss=r</a></p><br><p>Unreasonable Hospitality by Will Guidara: <a href="https://www.thepaintedporch.com/products/unreasonable-hospitality-the-remarkable-power-of-giving-people-more-than-they-expect?_pos=1&amp;_sid=3c24601da&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/unreasonable-hospitality-the-remarkable-power-of-giving-people-more-than-they-expect?_pos=1&amp;_sid=3c24601da&amp;_ss=r</a></p><br><p>Setting The Table by Danny Meyer: <a href="https://www.thepaintedporch.com/products/food11?_pos=1&amp;_sid=9e7ea16ad&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/food11?_pos=1&amp;_sid=9e7ea16ad&amp;_ss=r</a></p><br><p>Conspiracy by Ryan Holiday:<a href=" https://www.thepaintedporch.com/products/ryan10?_pos=1&amp;_sid=144e67fc9&amp;_ss=r" rel="noopener noreferrer" target="_blank"> https://www.thepaintedporch.com/products/ryan10?_pos=1&amp;_sid=144e67fc9&amp;_ss=r</a></p><br><p>Zero To One by Peter Thiel: <a href="https://www.thepaintedporch.com/products/zero-to-one-notes-on-startups-or-how-to-build-the-future?_pos=1&amp;_sid=996ff7a4f&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/zero-to-one-notes-on-startups-or-how-to-build-the-future?_pos=1&amp;_sid=996ff7a4f&amp;_ss=r</a></p><br><p>The Personal MBA by Josh Kaufman: <a href="https://www.thepaintedporch.com/products/the-personal-mba-10th-anniversary-edition?_pos=1&amp;_sid=29a294c29&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/the-personal-mba-10th-anniversary-edition?_pos=1&amp;_sid=29a294c29&amp;_ss=r</a></p><br><p>The 22 Immutable Laws Of Marketing by Al Ries and Jack Trout: <a href="https://www.thepaintedporch.com/products/22-immutable-laws-of-marketing-exposed-and-explained-by-the-worlds-two?_pos=1&amp;_sid=643131534&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/22-immutable-laws-of-marketing-exposed-and-explained-by-the-worlds-two?_pos=1&amp;_sid=643131534&amp;_ss=r</a></p><br><p>Blue Ocean Strategy by W. Chan Kim: <a href="https://www.thepaintedporch.com/products/business5?_pos=1&amp;_sid=01f8feaf1&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/business5?_pos=1&amp;_sid=01f8feaf1&amp;_ss=r</a></p><br><p>The $100 Startup by Chris Guillebeau:<a href=" https://www.thepaintedporch.com/products/rhmoo15?_pos=1&amp;_sid=fc8fc570b&amp;_ss=r" rel="noopener noreferrer" target="_blank"> https://www.thepaintedporch.com/products/rhmoo15?_pos=1&amp;_sid=fc8fc570b&amp;_ss=r</a></p><br><p>The Lean Startup by Eric Ries: <a href="https://www.thepaintedporch.com/products/lean-startup-how-todays-entrepreneurs-use-continuous-innovation-to-create-radically-successful-businesses?_pos=1&amp;_sid=6654e5edd&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/lean-startup-how-todays-entrepreneurs-use-continuous-innovation-to-create-radically-successful-businesses?_pos=1&amp;_sid=6654e5edd&amp;_ss=r</a></p><br><p>Thinking in Bets by Annie Duke: <a href="https://www.thepaintedporch.com/products/business19?_pos=1&amp;_sid=d28793e26&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/business19?_pos=1&amp;_sid=d28793e26&amp;_ss=r</a></p><br><p>The Hard Thing About Hard Things by Ben Horowitz: <a href="https://www.thepaintedporch.com/products/hard-thing-about-hard-things-building-a-business-when-there-are-no-easy-answers?_pos=1&amp;_sid=0b4ef0043&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/hard-thing-about-hard-things-building-a-business-when-there-are-no-easy-answers?_pos=1&amp;_sid=0b4ef0043&amp;_ss=r</a></p><br><p>Essentialism by Greg McKeown: <a href="https://www.thepaintedporch.com/products/rhmoo38?_pos=1&amp;_sid=a012783cc&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/rhmoo38?_pos=1&amp;_sid=a012783cc&amp;_ss=r</a></p><br><p>33 Strategies of War by Robert Greene: <a href="https://www.thepaintedporch.com/products/33-strategies-of-war-signed-by-robert-greene?_pos=1&amp;_sid=76476b86e&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/33-strategies-of-war-signed-by-robert-greene?_pos=1&amp;_sid=76476b86e&amp;_ss=r</a></p><br><p>The 48 Laws of Power by Robert Greene: <a href="https://www.thepaintedporch.com/products/48-laws-of-power-signed?_pos=1&amp;_sid=eb6bc3ea2&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/48-laws-of-power-signed?_pos=1&amp;_sid=eb6bc3ea2&amp;_ss=r</a></p><br><p>Art of Seduction by Robert Greene: <a href="https://www.thepaintedporch.com/products/art-of-seduction?_pos=10&amp;_sid=360eeb439&amp;_ss=r" rel="noopener noreferrer" target="_blank">https://www.thepaintedporch.com/products/art-of-seduction?_pos=10&amp;_sid=360eeb439&amp;_ss=r</a></p><br><p>🎟️<a href="https://www.dailystoiclive.com/" rel="noopener noreferrer" target="_blank"> </a><strong><a href="https://www.dailystoiclive.com/" rel="noopener noreferrer" target="_blank">DAILY STOIC LIVE </a></strong>| Ryan Holiday is coming to a <a href="https://www.dailystoiclive.com/" rel="noopener noreferrer" target="_blank">city near you</a>! <a href="https://www.dailystoiclive.com/" rel="noopener noreferrer" target="_blank">Grab tickets here</a> | <a href="https://www.dailystoiclive.com/" rel="noopener noreferrer" target="_blank">https://www.dailystoiclive.com/</a></p><br><p>🎙️<strong><a href="https://dailystoic.supercast.com/" rel="noopener noreferrer" target="_blank"> AD-FREE </a>|</strong> Support the podcast and go deeper into Stoicism by subscribing to<a href="https://dailystoic.supercast.com/" rel="noopener noreferrer" target="_blank"> The Daily Stoic Premium</a> - unlock ad-free listening, early access, and bonus content:<a href="https://dailystoic.supercast.com/" rel="noopener noreferrer" target="_blank"> https://dailystoic.supercast.com/</a></p><br><p>✉️ <strong><a href="https://dailystoic.com/dailyemail" rel="noopener noreferrer" target="_blank">FREE STOIC WISDOM</a> | </strong>Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at<a href="https://dailystoic.com/dailyemail" rel="noopener noreferrer" target="_blank"> https://dailystoic.com/dailyemail</a></p><p>--</p><p>Stop online threats before they become real-world attacks. Visit ironwall.com/DAILYSTOIC and request a free Risk Assessment to see exactly how exposed your executives are.</p><hr><p style='color:grey; font-size:0.75em;'> Hosted on Acast. See <a style='color:grey;' target='_blank' rel='noopener noreferrer' href='https://acast.com/privacy'>acast.com/privacy</a> for more information.</p>

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