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Aaron Stupple (@astupple) is the author of The Sovereign Child: How a Forgotten Philosophy Can Liberate Kids and Their Parents. Naval Ravikant (@naval) is the co-founder of AngelList. He has invested in more than 100 companies, including many mega-successes, such as Twitter, Uber, Notion, Opendoor, Postmates, and Wish.

Stick around after the end of our three-person conversation to listen to an exclusive bonus segment that Naval and Aaron recorded with extra practical tips, as well as incremental, day-to-day experiments you can test and apply. It’s super tactical, so you won’t want to miss it. It begins at 02:17:01.

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Timestamps:

[00:00] Coming up in this episode

[08:40] Who is Aaron, and what makes him qualified to dispense parenting advice?

[13:44] Taking Children Seriously (TCS) and The Sovereign Child philosophies.

[17:49] The David Deutsch influence on these tenets.

[22:57] Supporting evidence and long-term case studies.

[27:17] Ways Naval and Aaron have incorporated these philosophies into their own parenting.

[31:13] How rules work while parenting for freedom-maximizing.

[37:42] Why building knowledge beats coercion.

[43:41] Non-negotiables.

[46:35] Is this method of parenting only accessible to the educated elite?

[50:05] Handling sibling conflict.

[54:41] How do freedom-maximized kids adapt to an adulthood of endless societal rules?

[58:55] When kids present counter-accountability.

[01:00:41] One tool does not fix all.

[01:03:52] Putting mistakes to good use.

[01:08:00] Homeschooling, unschooling, and socialization challenges.

[01:15:56] Building resilience.

[01:20:23] Coping with food and drink cravings.

[01:25:54] Avoiding the terminology of confirmation bias.

[01:31:37] Sports.

[01:35:09] Organically cultivating interests.

[01:38:11] The pros and cons of traditional schooling.

[01:47:24] Parental disagreements and avoiding hypocrisy.

[01:57:18] Four categories of harm that come from rules.

[02:00:38] The benefits of optional constraints.

[02:05:32] Body Electric.

[02:07:03] Things you should know before visiting the emergency room.

[02:13:18] A hierarchy of knowledge and lessons learned from this conversation.

[02:17:19] Tactics for addressing sibling (and spousal) conflict.

[02:19:47] Tactics to foster learning.

[02:22:54] The best baby (and adult) sitter.

[02:26:07] Parenting into the teen years.

[02:27:54] Tactics for forming good sleep habits.

[02:31:20] Tactics for encouraging good eating habits.

[02:37:34] Tactics for freedom-maximizing.

[02:42:56] Tactics for minimizing screen and social media obsession.

[02:55:29] Too cool for rules.

[03:00:14] All information is subject to challenge.

[03:03:10] Happiness and creativity cannot be forced.

*

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Past 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, Margaret Atwood, Mark Zuckerberg, Peter Thiel, Dr. Gabor Maté, Anne Lamott, Sarah Silverman, Dr. Andrew Huberman, and many more.

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