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Ryan Holiday hosts Colin Kaepernick to discuss the tenth anniversary of Kaepernick taking a knee during the national anthem, exploring the intersection of personal success, systemic injustice, and moral courage. They examine the emotional and financial tolls of public dissent, the realities of growing up with economic disparity, and why true justice requires looking past individual self-interest to support vulnerable communities. Through personal anecdotes and philosophical frameworks, the conversation reflects on how society treats those who speak out and why empathy and curiosity remain vital for driving collective progress.
The host sets the stage, recalling the 2016 protest and its impact on Kaepernick’s career.
They reference Jesus, Rawls, and Stoic principles to frame modern justice debates.
The dialogue turns to systemic racism, police brutality, and the need for structural change.
They discuss how financial success changes one’s sense of responsibility toward society.
The hosts explore the relationship between hard work, luck, and the moral obligations of success.
The hosts debate whether personal career interests should be subordinated to activism.
The conversation focuses on how success can be leveraged to support communities and create sustainable change.
The hosts reflect on the decade since the protest, lessons learned, and future directions.
The episode concludes with final reflections on justice, responsibility, and the path forward.
The conversation opens with a candid look at the isolation felt after the protest and the gradual shift in perspective among those involved.
They analyze the importance of persuasion over moral correctness, examining media tactics and the need to frame messages effectively.
The dialogue turns to the challenges of handling diverse media inquiries, balancing football and political topics, and maintaining focus on core issues.
Culture Shock of Youth Sportsstory
The guest and host recall traveling for youth sports and encountering affluent neighborhoods where kids operated with professional-level gear, highlighting early exposures to extreme wealth differences.
Seeing How Others Liveinsight
Recounting Theodore Roosevelt visiting New York City factories, the host explains how forced proximity to the harsh realities of poverty changes a person's worldview and forces a moral reckoning.
The Fallacy of the Anomalyinsight
The guest cites Kwame Ture to argue that when someone becomes an exception to the rule or an anomaly, that success cannot be used to justify systemic failures for everyone else.
Being Targeted by the Presidentstory
Reflecting on the backlash to taking a knee, the guest describes the surreal and unique experience of having the most powerful person in the world actively work to end his career.
The Veil of Ignorance Frameworkstrategy
The host explains John Rawls's philosophical concept of designing a society as if your position within it were assigned at random, which reframes how people should view political and moral policies.
Surprising Public Apologiesdata
The guest shares that over the years, many individuals from southern and midwest states have approached him to admit they were wrong in their initial harsh judgments, offering hope for societal change.
A Teammate's Human Check-Instory
The guest recalls a text message from his center Dan Kilgore right after the protests started, noting how the simple gesture of checking on his personal safety mattered deeply before discussing any issues.
“It was more of a slow roiling news story.”
“He was three years off of leading them to a Super Bowl.”
“The holder of the all time NFL record for the most rushing yards in a game”
“And it sparked a national conversation.”
“And it ultimately led to the end of his NFL career.”
“I think Colin Kaepernick is an interesting person.”
“I admire people who put it all on the line,”
“What I mean is it's also about not being a fragile little snowflake that gets so angry when somebody talks to someone that you disagree with”
“I think this is the area that is probably more ego at play of like,”
“And I actually need to look at this a different way.”
Ten years after taking a knee, Colin Kaepernick looks back on the decision that changed his life and cost him more than $150 million. In today’s episode, he sits down with Ryan to discuss navigating the backlash, keeping the focus on the message behind his protest, and what, if anything, he would do differently. Colin Kaepernick is a Super Bowl quarterback, civil rights activist, and author of The Perilous Fight https://www.thepaintedporch.com/products/the-perilous-fight?_pos=1&_sid=b8f67a3dc&_ss=r. He is the founder of the Know Your Rights Camp, Kaepernick Media, and Kaepernick Publishing, and Lumi Story AI. He has been awarded Amnesty International's Ambassador of Conscience Award, the Sports Illustrated Muhammad Ali Legacy Award, the ACLU Ralph Ellison Award for Defenders of Civil Rights and Civil Liberties in the Arts, Business, Science, and Sports, the ACLU Eason Monroe Courageous Advocate Award, and numerous others for his work in athletics and advocacy. Buy a signed copy of Colin’s memoir, The Perilous Fight https://www.thepaintedporch.com/products/the-perilous-fight?_pos=1&_sid=b8f67a3dc&_ss=r: https://www.thepaintedporch.com/products/the-perilous-fight?_pos=1&_sid=b8f67a3dc&_ss=r https://www.thepaintedporch.com/products/the-perilous-fight?_pos=1&_sid=b8f67a3dc&_ss=r BuyThe Perilous Fight https://www.amazon.com/Perilous-Fight-Colin-Kaepernick/dp/1538777878/ref=sr_1_1?dib=eyJ2IjoiMSJ9. TO3QF-T5LQfQJSFMacIO_xnksCLI5nWdmnS13aYB5Q7gW067ZVFRxqBczESwyrEZg-qhT9vncVjq6Z5Us5fwLZiVn6s0R0tHP5klRWKVt7c.1VISGZx_7mWaYpMCOkjNtuCFGvYv-b6atQ-6DTLTA_c&dib_tag=se&hvadid=777919685659&hvdev=c&hvexpln=67&hvlocphy=9028217&hvnetw=g&hvocijid=17993278963801239569--&hvqmt=e&hvrand=17993278963801239569&hvtargid=kwd-2478631137968&hydadcr=22596_13821246&keywords=the+perilous+fight+colin+kaepernick&mcid=a7d7e3e515983ffca02abe1764ec160d&qid=1789508904&sr=8-1 on Amazon: https://www.amazon.com/Perilous-Fight-Colin-Kaepernick/ https://www.amazon.com/Perilous-Fight-Colin-Kaepernick/dp/1538777878/ref=sr_1_1?dib=eyJ2IjoiMSJ9. TO3QF-T5LQfQJSFMacIO_xnksCLI5nWdmnS13aYB5Q7gW067ZVFRxqBczESwyrEZg-qhT9vncVjq6Z5Us5fwLZiVn6s0R0tHP5klRWKVt7c.1VISGZx_7mWaYpMCOkjNtuCFGvYv-b6atQ-6DTLTA_c&dib_tag=se&hvadid=777919685659&hvdev=c&hvexpln=67&hvlocphy=9028217&hvnetw=g&hvocijid=17993278963801239569--&hvqmt=e&hvrand=17993278963801239569&hvtargid=kwd-2478631137968&hydadcr=22596_13821246&keywords=the+perilous+fight+colin+kaepernick&mcid=a7d7e3e515983ffca02abe1764ec160d&qid=1789508904&sr=8-1 Follow Colin | Instagram https://www.instagram.com/kaepernick7/?hl=en, X https://x.com/Kaepernick7, TikTok https://www.tiktok.com/@_colinkaepernick7 Know Your Rights Camp https://www.knowyourrightscamp.org/: https://www.knowyourrightscamp.org/ 🎟️ DAILY STOIC LIVE https://www.dailystoiclive.com/| Ryan Holiday is coming to a city near you https://www.dailystoiclive.com/! 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13,442 words · 2 speakers
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