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#600: Jason Portnoy of PayPal, Palantir, and More — Porn Addiction, The Corrosiveness of Secrets, Healing Wounds, Escaping Shame Cycles, and Books to Change Your Life

The Tim Ferriss Show

Tim Ferriss is a self-experimenter and bestselling author, best known for The 4-Hour Workweek, which has been translated into 40+ languages. Newsweek calls him "the world's best human guinea pig," and The New York Times calls him "a cross between Jack Welch and a Buddhist monk." In this show, he deconstructs world-class performers from eclectic areas (investing, chess, pro sports, etc.), digging deep to find the tools, tactics, and tricks that listeners can use.

Jason Portnoy of PayPal, Palantir, and More — Porn Addiction, The Corrosiveness of Secrets, Healing Wounds, Escaping Shame Cycles, and Books to Change Your Life | Brought to you by <a href="http://linkedin.com/tfs" rel="noopener noreferrer" target="_blank">LinkedIn Marketing Solutions</a> marketing platform with ~770M users, <a href="http://athleticgreens.com/tim" rel="noopener noreferrer" target="_blank">Athletic Greens</a> all-in-one nutritional supplement, and <a href="http://shopify.com/tim" rel="noopener noreferrer" target="_blank">Shopify</a> global commerce platform providing tools to start, grow, market, and manage a retail business. More on all three below.Entrepreneur, venture capitalist, and author <a href="http://jasonportnoy.com/" rel="noopener noreferrer" target="_blank">Jason Portnoy</a> began his career at PayPal, working closely with technology icons like Peter Thiel, Elon Musk, Max Levchin, and Reid Hoffman. He served as the first chief financial officer of Palantir Technologies and later founded Oakhouse Partners, a top-performing venture capital firm.Jason is sought after as a trusted advisor to technology company CEOs and has spoken on topics ranging from executive leadership to the intersections of technology and humanity. He holds engineering degrees from both Stanford University (MS) and the University of Colorado (BS).His new book is <a href="https://www.amazon.com/Silicon-Valley-Porn-Star-Rediscovering/dp/154453213X/?tag=offsitoftimfe-20" rel="noopener noreferrer" target="_blank">Silicon Valley Porn Star</a>.Please enjoy!This episode is brought to you by <a href="https://linkedin.com/TFS" rel="noopener noreferrer" target="_blank">LinkedIn Marketing Solutions</a>, the <a href="https://linkedin.com/TFS" rel="noopener noreferrer" target="_blank">go-to tool for B2B marketers and advertisers</a> who want to drive brand awareness, generate leads, or build long-term relationships that result in real business impact.With a community of more than 770 million professionals, <a href="https://linkedin.com/TFS" rel="noopener noreferrer" target="_blank">LinkedIn</a> is gigantic, but it can be hyper-specific. You have access to a diverse group of people all searching for things they need to grow professionally. <a href="https://linkedin.com/TFS" rel="noopener noreferrer" target="_blank">LinkedIn</a> has the marketing tools to help you target your customers with precision, right down to job title, company name, industry, etc. To redeem your free $100 LinkedIn ad credit and launch your first campaign, go to <a href="https://linkedin.com/TFS" rel="noopener noreferrer" target="_blank">LinkedIn.com/TFS</a>!*This episode is also brought to you by <a href="http://shopify.com/tim" rel="noopener noreferrer" target="_blank">Shopify</a>! <a href="http://shopify.com/tim" rel="noopener noreferrer" target="_blank">Shopify</a> is one of my favorite platforms and one of my favorite companies. <a href="http://shopify.com/tim" rel="noopener noreferrer" target="_blank">Shopify</a> is a platform designed for anyone to sell anywhere, giving entrepreneurs the resources once reserved for big business. In no time flat, you can have a great looking online store that brings your ideas to life, and you can have the tools to manage your day-to-day and drive sales. No coding or design experience required.More than a store, Shopify grows with you, and they never stop innovating, providing more and more tools to make your business better and your life easier. <a href="http://shopify.com/tim" rel="noopener noreferrer" target="_blank">Go to Shopify.com/Tim for a FREE 14-day trial and get full access to Shopify’s entire suite of features</a>.*This episode is also brought to you by <a href="https://www.athleticgreens.com/tim" rel="noopener noreferrer" target="_blank">Athletic Greens</a>. I get asked all the time, “If you could use only one supplement, what would it be?” My answer is usually <a href="https://www.athleticgreens.com/tim" rel="noopener noreferrer" target="_blank">AG1</a> by <a href="https://www.athleticgreens.com/tim" rel="noopener noreferrer" target="_blank">Athletic Greens</a>, my all-in-one nutritional insurance. I recommended it in The 4-Hour Body in 2010 and did not get paid to do so. I do my best with nutrient-dense meals, of course, but <a href="https://www.athleticgreens.com/tim" rel="noopener noreferrer" target="_blank">AG</a> further covers my bases with vitamins, minerals, and whole-food-sourced micronutrients that support gut health and the immune system. Right now, <a href="https://www.athleticgreens.com/tim" rel="noopener noreferrer" target="_blank">Athletic Greens</a> is offering you their Vitamin D Liquid Formula free with your first subscription purchase—a vital nutrient for a strong immune system and strong bones. Visit <a href="https://www.athleticgreens.com/tim" rel="noopener noreferrer" target="_blank">AthleticGreens.com/Tim</a> to claim this special offer today and receive the free Vitamin D Liquid Formula (and five free travel packs) with your first subscription purchase! That’s up to a one-year supply of Vitamin D as added value when you try their delicious and comprehensive all-in-one daily greens product.*For show notes and past guests on <a href="http://tim.blog/podcast" rel="noopener noreferrer" target="_blank">The Tim Ferriss Show</a>, please visit <a href="https://tim.blog/podcast/?utm_source=podcast&utm_medium=podcast&utm_campaign=podcast-description" rel="noopener noreferrer" target="_blank">tim.blog/podcast</a>.For deals from sponsors of <a href="http://tim.blog/podcast" rel="noopener noreferrer" target="_blank">The Tim Ferriss Show</a>, please visit <a href="http://tim.blog/podcast-sponsors" rel="noopener noreferrer" target="_blank">tim.blog/podcast-sponsors</a>Sign up for Tim’s email newsletter (5-Bullet Friday) at <a href="https://go.tim.blog/5-bullet-friday-1/" rel="noopener noreferrer" target="_blank">tim.blog/friday</a>.For transcripts of episodes, go to <a href="http://tim.blog/transcripts" rel="noopener noreferrer" target="_blank">tim.blog/transcripts</a>.Discover Tim’s books: <a href="http://tim.blog/books" rel="noopener noreferrer" target="_blank">tim.blog/books</a>.Follow Tim:Twitter: <a href="https://twitter.com/tferriss" rel="noopener noreferrer" target="_blank">twitter.com/tferriss</a> Instagram: <a href="https://instagram.com/timferriss/" rel="noopener noreferrer" target="_blank">instagram.com/timferriss</a>YouTube: <a href="https://www.youtube.com/timferriss" rel="noopener noreferrer" target="_blank">youtube.com/timferriss</a>Facebook: <a href="https://www.facebook.com/TimFerriss/" rel="noopener noreferrer" target="_blank">facebook.com/timferriss</a> LinkedIn: <a href="http://linkedin.com/in/timferriss" rel="noopener noreferrer" target="_blank">linkedin.com/in/timferriss</a>Past guests on <a href="http://tim.blog/podcast" rel="noopener noreferrer" target="_blank">The Tim Ferriss Show</a> include <a href="https://tim.blog/2020/12/08/jerry-seinfeld/" rel="noopener noreferrer" target="_blank">Jerry Seinfeld</a>, <a href="https://tim.blog/2020/06/26/hugh-jackman/" rel="noopener noreferrer" target="_blank">Hugh Jackman</a>, <a href="https://tim.blog/2020/04/16/jane-goodall/" rel="noopener noreferrer" target="_blank">Dr. Jane Goodall</a>, <a href="https://tim.blog/2018/11/27/lebron-james-mike-mancias/" rel="noopener noreferrer" target="_blank">LeBron James</a>, <a href="https://tim.blog/2020/05/20/kevin-hart/" rel="noopener noreferrer" target="_blank">Kevin Hart</a>, <a href="https://tim.blog/2018/09/07/doris-kearns-goodwin-leadership/" rel="noopener noreferrer" target="_blank">Doris Kearns Goodwin</a>, <a href="https://tim.blog/2015/12/06/jamie-foxx/" rel="noopener noreferrer" target="_blank">Jamie Foxx</a>, <a href="https://tim.blog/2020/10/19/matthew-mcconaughey/" rel="noopener noreferrer" target="_blank">Matthew McConaughey</a>, <a href="https://tim.blog/2017/05/21/esther-perel/" rel="noopener noreferrer" target="_blank">Esther Perel</a>, <a href="https://tim.blog/2020/05/08/elizabeth-gilbert/" rel="noopener noreferrer" target="_blank">Elizabeth Gilbert</a>, <a href="https://tim.blog/2017/12/20/terry-crews-how-to-have-do-and-be-all-you-want/" rel="noopener noreferrer" target="_blank">Terry Crews</a>, <a href="https://tim.blog/2020/08/12/sia/" rel="noopener noreferrer" target="_blank">Sia</a>, <a href="https://tim.blog/2020/10/27/yuval-noah-harari/" rel="noopener noreferrer" target="_blank">Yuval Noah Harari</a>, <a href="https://tim.blog/2016/06/21/malcolm-gladwell/" rel="noopener noreferrer" target="_blank">Malcolm Gladwell</a>, <a href="https://tim.blog/2020/05/27/secretary-madeleine-albright/" rel="noopener noreferrer" target="_blank">Madeleine Albright</a>, <a href="https://tim.blog/2017/03/30/cheryl-strayed/" rel="noopener noreferrer" target="_blank">Cheryl Strayed</a>, <a href="https://tim.blog/2019/02/18/jim-collins/" rel="noopener noreferrer" target="_blank">Jim Collins</a>, <a href="https://tim.blog/2020/11/11/mary-karr/" rel="noopener noreferrer" target="_blank">Mary Karr,</a> <a href="https://tim.blog/2014/10/21/brain-pickings/" rel="noopener noreferrer" target="_blank">Maria Popova</a>, <a href="https://tim.blog/2020/05/15/sam-harris-2/" rel="noopener noreferrer" target="_blank">Sam Harris</a>, <a href="https://tim.blog/2021/01/21/michael-phelps-grant-hackett/" rel="noopener noreferrer" target="_blank">Michael Phelps</a>, <a href="https://tim.blog/2020/01/16/bob-iger/" rel="noopener noreferrer" target="_blank">Bob Iger</a>, <a href="https://tim.blog/2019/10/31/edward-norton-motherless-brooklyn/" rel="noopener noreferrer" target="_blank">Edward Norton</a>, <a href="https://tim.blog/2015/02/02/arnold-schwarzenegger/" rel="noopener noreferrer" target="_blank">Arnold Schwarzenegger</a>, <a href="https://tim.blog/2014/06/24/neil-strauss/" rel="noopener noreferrer" target="_blank">Neil Strauss</a>, <a href="https://tim.blog/2019/09/12/ken-burns/" rel="noopener noreferrer" target="_blank">Ken Burns</a>, <a href="https://tim.blog/2017/08/26/maria-sharapova/" rel="noopener noreferrer" target="_blank">Maria Sharapova</a>, <a href="https://tim.blog/2016/05/29/marc-andreessen/" rel="noopener noreferrer" target="_blank">Marc Andreessen</a>, <a href="https://tim.blog/2019/03/28/neil-gaiman/" rel="noopener noreferrer" target="_blank">Neil Gaiman</a>, <a href="https://tim.blog/2019/10/03/neil-degrasse-tyson/" rel="noopener noreferrer" target="_blank">Neil de Grasse Tyson</a>, <a href="https://tim.blog/2016/09/21/jocko-willink-on-discipline-leadership-and-overcoming-doubt/" rel="noopener noreferrer" target="_blank">Jocko Willink</a>, <a href="https://tim.blog/2020/12/03/daniel-ek/" rel="noopener noreferrer" target="_blank">Daniel Ek</a>, <a href="https://tim.blog/2020/09/08/kelly-slater/" rel="noopener noreferrer" target="_blank">Kelly Slater</a>, <a href="https://tim.blog/2019/11/27/peter-attia-fasting-metformin-longevity/" rel="noopener noreferrer" target="_blank">Dr. Peter Attia</a>, <a href="https://tim.blog/2016/02/10/seth-godin/" rel="noopener noreferrer" target="_blank">Seth Godin</a>, <a href="https://tim.blog/2018/09/25/howard-marks/" rel="noopener noreferrer" target="_blank">Howard Marks</a>, <a href="https://tim.blog/2020/02/06/brene-brown-striving-self-acceptance-saving-marriages/" rel="noopener noreferrer" target="_blank">Dr. Brené Brown</a>, <a href="https://tim.blog/2019/04/09/eric-schmidt/" rel="noopener noreferrer" target="_blank">Eric Schmidt</a>, <a href="https://tim.blog/2020/05/01/michael-lewis/" rel="noopener noreferrer" target="_blank">Michael Lewis</a>, <a href="https://tim.blog/2018/03/08/joe-gebbia-co-founder-of-airbnb/" rel="noopener noreferrer" target="_blank">Joe Gebbia</a>, <a href="https://tim.blog/2018/05/06/michael-pollan-how-to-change-your-mind/" rel="noopener noreferrer" target="_blank">Michael Pollan</a>, <a href="https://tim.blog/2021/03/01/jordan-peterson/" rel="noopener noreferrer" target="_blank">Dr. Jordan Peterson</a>, <a href="https://tim.blog/2017/05/31/vince-vaughn/" rel="noopener noreferrer" target="_blank">Vince Vaughn</a>, <a href="https://tim.blog/2020/04/23/brian-koppelman/" rel="noopener noreferrer" target="_blank">Brian Koppelman</a>, <a href="https://tim.blog/2019/05/07/ramit-sethi/" rel="noopener noreferrer" target="_blank">Ramit Sethi</a>, <a href="https://tim.blog/2020/11/18/dax-shepard/" rel="noopener noreferrer" target="_blank">Dax Shepard</a>, <a href="https://tim.blog/2014/10/15/money-master-the-game/" rel="noopener noreferrer" target="_blank">Tony Robbins</a>, <a href="https://tim.blog/2020/05/18/jim-dethmer/" rel="noopener noreferrer" target="_blank">Jim Dethmer</a>, <a href="https://tim.blog/2020/11/19/dan-harris/" rel="noopener noreferrer" target="_blank">Dan Harris</a>, <a href="https://tim.blog/2017/09/13/ray-dalio/" rel="noopener noreferrer" target="_blank">Ray Dalio</a>, <a href="https://tim.blog/2015/08/18/the-evolutionary-angel-naval-ravikant/" rel="noopener noreferrer" target="_blank">Naval Ravikant</a>, <a href="https://tim.blog/2021/03/08/vitalik-buterin-naval-ravikant/" rel="noopener noreferrer" target="_blank">Vitalik Buterin</a>, <a href="https://tim.blog/2021/03/16/elizabeth-lesser/" rel="noopener noreferrer" target="_blank">Elizabeth Lesser</a>, <a href="https://tim.blog/2019/04/18/amanda-palmer-2/" rel="noopener noreferrer" target="_blank">Amanda Palmer</a>, <a href="https://tim.blog/2021/02/18/katie-haun/" rel="noopener noreferrer" target="_blank">Katie Haun</a>, <a href="https://tim.blog/2017/10/09/richard-branson/" rel="noopener noreferrer" target="_blank">Sir Richard Branson</a>, <a href="https://tim.blog/2020/09/02/chuck-palahniuk/" rel="noopener noreferrer" target="_blank">Chuck Palahniuk</a>, <a href="https://tim.blog/2017/10/18/arianna-huffington/" rel="noopener noreferrer" target="_blank">Arianna Huffington</a>, <a href="https://tim.blog/2015/08/31/the-oracle-of-silicon-valley-reid-hoffman-plus-michael-mccullough/" rel="noopener noreferrer" target="_blank">Reid Hoffman</a>, <a href="https://tim.blog/2017/09/17/bill-burr/" rel="noopener noreferrer" target="_blank">Bill Burr</a>, <a href="https://tim.blog/2015/06/26/whitney-cummings/" rel="noopener noreferrer" target="_blank">Whitney Cummings</a>, <a href="https://tim.blog/2015/05/15/rick-rubin/" rel="noopener noreferrer" target="_blank">Rick Rubin</a>, <a href="https://tim.blog/2020/03/26/vivek-murthy/" rel="noopener noreferrer" target="_blank">Dr. Vivek Murthy</a>, <a href="https://tim.blog/2017/09/09/darren-aronofsky/" rel="noopener noreferrer" target="_blank">Darren Aronofsky</a>, and many more.See Privacy Policy at <a href="https://art19.com/privacy" rel="noopener noreferrer" target="_blank">https://art19.com/privacy</a> and California Privacy Notice at <a href="https://art19.com/privacy#do-not-sell-my-info" rel="noopener noreferrer" target="_blank">https://art19.com/privacy#do-not-sell-my-info</a>.

Brought to you by LinkedIn Marketing Solutions marketing platform with ~770M users, Athletic Greens all-in-one nutritional supplement, and Shopify global commerce platform providing tools to start, grow, market, and manage a retail business. Entrepreneur, venture capitalist, and author Jason Portnoy began his career at PayPal, working closely with technology icons like Peter Thiel, Elon Musk, Max Levchin, and Reid Hoffman. He served as the first chief financial officer of Palantir Technologies and later founded Oakhouse Partners, a top-performing venture capital firm.Jason is sought after as a trusted advisor to technology company CEOs and has spoken on topics ranging from executive leadership to the intersections of technology and humanity. He holds engineering degrees from both Stanford University (MS) and the University of Colorado (BS).His new book is Silicon Valley Porn Star.Please enjoy!This episode is brought to you by LinkedIn Marketing Solutions, the go-to tool for B2B marketers and advertisers who want to drive brand awareness, generate leads, or build long-term relationships that result in real business impact.With a community of more than 770 million professionals, LinkedIn is gigantic, but it can be hyper-specific. You have access to a diverse group of people all searching for things they need to grow professionally. LinkedIn has the marketing tools to help you target your customers with precision, right down to job title, company name, industry, etc. To redeem your free $100 LinkedIn ad credit and launch your first campaign, go to LinkedIn.com/TFS!*This episode is also brought to you by Shopify! Shopify is one of my favorite platforms and one of my favorite companies. Shopify is a platform designed for anyone to sell anywhere, giving entrepreneurs the resources once reserved for big business. In no time flat, you can have a great looking online store that brings your ideas to life, and you can have the tools to manage your day-to-day and drive sales. No coding or design experience required.More than a store, Shopify grows with you, and they never stop innovating, providing more and more tools to make your business better and your life easier. Go to Shopify.com/Tim for a FREE 14-day trial and get full access to Shopify’s entire suite of features.*This episode is also brought to you by Athletic Greens. I get asked all the time, “If you could use only one supplement, what would it be?” My answer is usually AG1 by Athletic Greens, my all-in-one nutritional insurance. I recommended it in The 4-Hour Body in 2010 and did not get paid to do so. I do my best with nutrient-dense meals, of course, but AG further covers my bases with vitamins, minerals, and whole-food-sourced micronutrients that support gut health and the immune system. Right now, Athletic Greens is offering you their Vitamin D Liquid Formula free with your first subscription purchase—a vital nutrient for a strong immune system and strong bones. Visit AthleticGreens.com/Tim to claim this special offer today and receive the free Vitamin D Liquid Formula (and five free travel packs) with your first subscription purchase! That’s up to a one-year supply of Vitamin D as added value when you try their delicious and comprehensive all-in-one daily greens product.*[04:45] A caffeine-free breakfast[08:22] Background basics[10:52] Education and career diversions[16:51] Getting a job on the merits of an eclectic reading list and company t-shirt[21:47] Early days at PayPal[25:54] Lessons learned from Thiel, Hoffman, and Musk[31:40] Why were so many disparate projects seeded by the PayPal diaspora?[36:59] Peering into Palantir and the low-profile mindset[41:22] Origins of the title Silicon Valley Porn Star[44:02] Recognizing addiction, its escalating consequences, and its contributing factors[53:50] Escaping self-imposed victimhood and rescuing the marriage[1:05:52] Shared therapy and vocabulary[1:08:06] Simplifying and subtracting[1:15:20] Shame spirals and 12 steps (not South Africa)[1:25:22] From Porn Star to The Monk with help via choice reading selections and Coach Melissa[1:30:12] Reconciliation[1:33:22] Most important keys to the repair process[1:34:54] Safeguards against relapse[1:38:02] Modern porn vs. “natural” urges[1:40:11] What compelled Jason to write Silicon Valley Porn Star?[1:44:51] Time for surrender: filling in the post-book timeline[1:50:26] Enduring challenges[1:51:49] Retreat lessons[1:55:36] Jason’s billboard[1:57:34] Books most gifted[1:59:29] Good investments made[2:02:03] The obscure side of Microsoft Excel[2:04:36] What makes a great CFO?[2:08:52] Finance: on the job vs. school[2:11:21] Opening up to a partner about secrets we’ve been holding[2:17:52] Parting thoughts*For show notes and past guests on The Tim Ferriss Show, please visit tim.blog/podcast.For deals from sponsors of The Tim Ferriss Show, please visit tim.blog/podcast-sponsorsSign up for Tim’s email newsletter (5-Bullet Friday) at tim.blog/friday.For transcripts of episodes, go to tim.blog/transcripts.Discover Tim’s books: tim.blog/books.Follow Tim:Twitter: twitter.com/tferriss Instagram: instagram.com/timferrissYouTube: youtube.com/timferrissFacebook: facebook.com/timferriss LinkedIn: linkedin.com/in/timferrissPast guests on The Tim Ferriss Show include Jerry Seinfeld, Hugh Jackman, Dr. Jane Goodall, LeBron James, Kevin Hart, Doris Kearns Goodwin, Jamie Foxx, Matthew McConaughey, Esther Perel, Elizabeth Gilbert, Terry Crews, Sia, Yuval Noah Harari, Malcolm Gladwell, Madeleine Albright, Cheryl Strayed, Jim Collins, Mary Karr, Maria Popova, Sam Harris, Michael Phelps, Bob Iger, Edward Norton, Arnold Schwarzenegger, Neil Strauss, Ken Burns, Maria Sharapova, Marc Andreessen, Neil Gaiman, Neil de Grasse Tyson, Jocko Willink, Daniel Ek, Kelly Slater, Dr. Peter Attia, Seth Godin, Howard Marks, Dr. Brené Brown, Eric Schmidt, Michael Lewis, Joe Gebbia, Michael Pollan, Dr. Jordan Peterson, Vince Vaughn, Brian Koppelman, Ramit Sethi, Dax Shepard, Tony Robbins, Jim Dethmer, Dan Harris, Ray Dalio, Naval Ravikant, Vitalik Buterin, Elizabeth Lesser, Amanda Palmer, Katie Haun, Sir Richard Branson, Chuck Palahniuk, Arianna Huffington, Reid Hoffman, Bill Burr, Whitney Cummings, Rick Rubin, Dr. Vivek Murthy, Darren Aronofsky, and many more.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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#600: Jason Portnoy of PayPal, Palantir, and More — Porn Addiction, The Corrosiveness of Secrets, Healing Wounds, Escaping Shame Cycles, and Books to Change Your Life

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