What if the secret to creative freedom isn't making more money but wanting less? Paul Millerd has mastered the art of living well on very little — spending $2,000 a month in Austin, driving a used cars, and now raising his toddler in Thailand. Paul and Khe discuss making creative trade-offs, the toxicity of social media, parenting outside of traditional norms and changing your relationship with money. [Episode 105]

Paul Millerd is a writer.

Learn more about Paul:

• Paul's Website: https://pmillerd.com/

• The Pathless Path: https://pathlesspath.com/

• LinkedIn: https://www.linkedin.com/in/paulmillerd/

• Instagram: https://www.instagram.com/pathlesspaul/

• YouTube: https://www.youtube.com/c/PaulMillerd

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Podcast art by Nate Kadlac, photography by Henry Thong

I asked AI to roast me. It wasn’t pretty. Then it said, “Do you want me to be meaner?” The exchange was testy and agitating. It then asked, if I want it to go “nuclear.” Is this an AI slippery slope? Who owns our memories? Is creativity at risk? And should we let our kids interact with ChatGPT? [Episode 104]

References from the show:

• Subscribe to Future-Proof your Career with AI newsletter: https://khemaridh.substack.com/

• ChatGPT's updated memory changes the game: https://open.substack.com/pub/khemaridh/p/im-finally-ready-to-commit-to-chatgpt

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Podcast art by Nate Kadlac, photography by Henry Thong

Should we be avoiding our uncomfortable emotions? Clinical psychologist, Emily Anhalt explores how we consistently avoid feelings like shame, grief, and sadness through work, substances, or disassociation. Emotional fitness isn't about eliminating these emotions but learning to become comfortable with discomfort. [Episode 103]

Dr. Emily Anhalt is a clinical psychologist and author.

Learn more about Emily:

• Emily's Website: https://www.dremilyanhalt.com/

• Emily's Book: https://www.dremilyanhalt.com/book

• Instagram: https://www.instagram.com/dremilyanhalt/

• X/Twitter: https://x.com/dremilyanhalt

• LinkedIn: https://www.linkedin.com/in/dremilyanhalt/

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Podcast art by Nate Kadlac, photography by Henry Thong

I left Wall Street 10 years ago. Was it the right decision? What would I have done differently? 10 years is a long time — and comes with a lot of data points to assess the decision. [Episode 102]

References from the show:

• Walking away from a $2 million salary on Wall Street (with no plan): https://youtu.be/sy4FGaYK_l0

• I Left a $2 Million Job. Here's What I Wish People Had Told Me: https://youtu.be/Ypwp4RICGoc?feature=shared

• Are you a Post-Achievement Professional?: https://www.khehy.com/post-achievement-professional

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Podcast art by Nate Kadlac, photography by Henry Thong

Can you achieve the American Dream by saving half your paycheck? Sam Dogen, founder of Financial Samurai, left Wall Street at 34 with a seven-figure nest egg after a demanding investment banking career. He saved “until it hurts” but would he do it differently? We discuss real estate, generational wealth, and financial freedom. [Episode 101]

Sam Dogen is the founder of Financial Samurai, one of the most visited sites on Financial Independence and Early Retirement.

Learn more about Sam:

• Financial Samurai: https://www.financialsamurai.com/who-is-sam-dogen-founder-of-financial-samurai/

• LinkedIn: https://www.linkedin.com/in/sam-dogen-aa2152178/

• X/Twitter: https://x.com/financialsamura?lang=en

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Podcast art by Nate Kadlac, photography by Henry Thong

What happens when men hit their 40s with all the trappings of success but a gnawing emptiness inside? Greg Scheinman shares his awakening at 47 — the same age his father died — when he realized professional achievement alone wasn't enough. He introduces his "six F's" framework (family, fitness, finance, food, fashion, and fun) as a roadmap for midlife men stuck in the "over-indexing trap" of prioritizing career above all else. Instead of fearing midlife as the beginning of the end, Greg challenges men to embrace this season as their opportunity to rewrite the script and find authentic fulfillment. [Episode 100]

Greg Scheinman is the Founder & CEO of Midlife Male Ventures, Bestselling Author, Coach, Speaker, & Entrepreneur.

Learn more about Greg:

• The Midlife Male: https://midlifemale.com/

• Greg's LinkedIn: https://www.linkedin.com/in/greg-scheinman-b442004/

• Greg's Instagram: https://www.instagram.com/gregscheinman/?hl=en

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Podcast art by Nate Kadlac, photography by Henry Thong

What happens when your world shatters with the unimaginable loss of a child? Mary Anne Keegan shares her raw journey after her healthy 20-year-old son Matthew was suddenly diagnosed with cancer and passed away just ten months later. She discovered that grief doesn't follow a playbook — giving yourself grace becomes essential when navigating between holding tight to memories and building a new life entirely. [Episode 99]

Mary Anne Keegan is the CEO of a fractional marketing firm and is involved with the Matthew Keegan Memorial Scholarship Foundation.

Learn more about Mary Anne:

• LinkedIn: https://www.linkedin.com/in/makeegan/

• Matthew Keegan Memorial Scholarship: https://www.asufoundation.org/education-and-scholarship/donor-named-funds/the-matthew-keegan-memorial-scholarship-CA125360.html

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Can capturing untold stories heal decades-old wounds? When Dorothy Chow set up a makeshift podcast studio to record her father's Khmer Rouge survival story, she had no idea what would unfold. What began as a historical preservation project transformed into profound healing for both father and daughter. [Episode 98]

Dorothy Chow is the Host of the Death in Cambodia podcast.

Learn more about Dorothy:

• Death in Cambodia, Life in America Podcast: https://www.deathincambodiapodcast.com/

• Dorothy's Instagram: https://www.instagram.com/deathincambodia/?hl=en

• Dorothy's LinkedIn: https://www.linkedin.com/in/dschowcapm/

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Podcast art by Nate Kadlac, photography by Henry Thong