Question Everything (Except This Podcast!)
Tired of accepting things at face value? Join Chirag Shah & Sunay Shah in "Question Everything (Except This Podcast!)". We dive into life's big questions (free will, meaning, etc.) with humor & lively debate. Prepare to have your mind gently nudged (or blown!). New episodes every week! #philosophy #podcasts
Episodes
We treat progress as both good and inevitable. When did that become something nobody questions?
Noah McMillan played Division I football until an injury ended it, then went looking for the beliefs we mistake for laws of nature. Now he writes about them from Siracusa, the Sicilian city where Plato once lived. Chirag and Noah follow one of those beliefs, that progress is good and can't be stopped, from Plato and Aristotle through the ...
Fourteen episodes in 2024, eleven in 2025, six so far in 2026, and only one since March. This is a short solo state-of-the-pod episode about where Question Everything is, what it's for, and what changes. The long conversations stay. Between them come more guests, short solo episodes, and a mailbag. The show will publish at least once a month, and probably more.
It also introduces the Examined Life Audit: twelve multiple-choice scena...
What happens when the "safe" path starts feeling like a cage—and how do you escape without destroying everything you've built?
Daniel Vassallo walked away from a $500k Amazon job to build a life around uncertainty and small bets. We dig into his philosophy of negative visualization, why he thinks like a hunter-gatherer in business, and how he sold his community for $1.8M while staying true to his unstructured nature.
Key Takeaw...
What happens when the person sounding the alarm is the one who built the technology?
60 years of building. Then a warning. Dr. Peter Solomon earned his PhD from Columbia, filed 20 patents, and spun three companies out of government-funded research — one sold for $24 million, another turned your smartphone into a radiation detector for the Department of Defense. Now, at 85, he's writing novels to warn his 12 grandchildren that ...
Everyone wants to believe they'd walk away from power on principle. But could you actually do it?
OpenAI was founded to benefit all of humanity. A decade later, would you recognize the company? Chirag and Sunay pick up last episode's question — does the builder matter? — and follow it through corporate principle drift, the Lord of the Rings, and the god complex it takes to turn down a fortune. Along the way, they surface...
Who do you trust to build the future, and does their character actually matter?
Chirag and Sunay unpack "The Thinking Game," a documentary following Google DeepMind founder Demis Hassabis from chess prodigy to Nobel Prize winner. The film raises a question it doesn't fully answer: when the people building the most powerful technology in history are also deciding how it gets used, what safeguards actually work? The conversation cover...
Before school, kids ask 60 questions an hour. By fifth grade, it drops to 0.5. Anand Sanwal built CB Insights for 14 years, then "fired himself" to become a middle school teacher. From the "Sunday night test" to why grades kill the desire to learn, we explore what it would take to build schools that create problem-solvers, not compliant ladder-climbers.
What does a town of 50 people know about community that a city of 8 million has forgotten? From bartering Crown Royal for a truck to surviving weeks in a rock pit on ramen and spam, geologist Ian Fox-Minnock takes us to the edge of Alaska—and the heart of what holds us together.
What does it take to finally stop wearing masks and start living authentically? Executive coach Ruth Pearce shares her spectacular burnout story—and the philosophy of hope, strength, bravery, and curiosity that emerged from it. From trying on different identities in our 20s and 30s to the unmasking that happens around 40, we explore how we learn who we really are.
Suneet Bhatt—executive coach, Rutgers professor, and former corporate leader—spent 25 years climbing the ladder before realizing he was on the wrong wall. Now he helps everyone from high schoolers to retirees answer the question "Why am I here?" We explore why following the playbook leaves so many unfulfilled, his frameworks for building self-awareness, and what it actually takes to find purpose in a world that tells us...
Social media, political tribalism, and clickbait culture are reshaping our democracy—and what we can do about it. From chocolate cake metaphors to deep debates on free speech, capitalism, and civic life, Chirag and Sunay explore why civil discourse feels broken, and how long-form conversations (like this one) might just be the antidote.
Welcome to Rapid Riffs, a recurring mini-series of Question Everything (Except This Podcast!) where Sunay and Chirag swap links, pick the juiciest ones, and riff.
This week Sunay and Chirag riff on four hits from their link-exchange: Scott Galloway’s take on friendship and the loneliness crisis among men; the Alpha School in Austin and whether AI can compress learning into two-hour days; Kyla Scanlon’s argument about zer...
In this conversation, Sunay and Chirag discuss insights from the AI4 conference, focusing on the contrasting perspectives of keynotes by Dr. Fei-Fei Li and Dr. Jeffrey Hinton regarding the future of AI. They explore the implications of AI agents in the workforce, the complexities of societal systems, and the need for responsible AI development. The discussion also touches on the nostalgia for analog experiences in a tech-driven wor...
In this episode, we unpack Mountainhead — a sharp satire about tech billionaires, buzzwords, and just how far we’ll justify progress when guardrails disappear. From net worth contests on snowy peaks to AI’s breakneck pace, we ask: can we keep our humanity when the race to build never slows down? With a nod to Reid Hoffman’s Super Agency and a detour through The Lord of the Rings, we wonder if the answer is s...
Who is Satoshi Nakamoto, really? In this episode, we dive into the mystery behind the elusive creator of Bitcoin — spurred by HBO’s provocative documentary Money Electric. Chirag and Sunay explore the origins of cryptocurrency, its utopian promise, and its ethical quandaries, while unpacking what decentralization really means and where digital currencies might take us next. Is crypto the future of finance… or jus...
As technology reshapes education, what happens to the human side of learning? In this episode, Rachel Guerrero shares her journey through the quiet challenges of teaching today — and why preserving empathy, connection, and character in the classroom is the true work of education’s future.
Join us with educator and youth coach Jared Posey as we explore the powerful concept: "Don't steal the revelation." In this thought-provoking conversation, we discuss how parents and educators can create environments where kids experience their own moments of discovery rather than receiving pre-packaged wisdom. Jared shares insights on reimagining education beyond its industrial-era roots, the healing power of nature, and the impor...
Is life just one long, repetitive loop? Or do we have the power to break free and change? In this episode of our brand new series,Reel Philosophy, we dive into the time-looping, mind-bending, and surprisingly deep world ofGroundhog Day.
🔹 What makesGroundhog Day such a philosophical film?
🔹 Is Phil stuck in fate or shaping his own reality?
🔹 The existential dread of repetition—why does life sometimes feel like a loop?...
In this thought-provoking episode, we team up with NYC teacher Lauren Escobar-Phani to tackle one of the most critical questions of our time: What is the true purpose of education in the age of AI? From the challenges of teaching at-risk youth to the profound ways technology is reshaping classrooms, this conversation dives deep into the intersection of education, personalization, and values.
Lauren shares her journey of nearly two ...
What happens when societal frustration meets corporate responsibility? In this episode, we explore the tragic assassination of United Health CEO Brian Thompson and its deep implications for healthcare, morality, and the power of political rhetoric. We examine public outrage, corporate ethics, and how social media escalates real-world consequences. Join us as we discuss systemic change, Stoic philosophy, and finding a path toward a ...
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