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Talking to a billionaire about how he uses ChatGPT

Talking to a billionaire about how he uses ChatGPT

Duration: 00:56:15
July 16, 2025
  • The speaker received a lengthy and complex term sheet that was challenging to understand.
  • They used Chat GPT to analyze the document and suggest renegotiation strategies.
  • The AI provided a list of actionable items for the speaker to consider in renegotiating the contract.
Brainstorming $10M AI Business Ideas w/ the Airtable Founder

Brainstorming $10M AI Business Ideas w/ the Airtable Founder

Duration: 00:44:44
July 11, 2025
  • AI-powered avatars could revolutionize live shopping by offering personalized, one-on-one interactions with virtual influencers.
  • There's a significant opportunity to create AI-driven news platforms that act as interactive, highly personalized news aggregators, moving beyond simple summarization to become customizable AI news experts.
  • The integration of AI avatars with advanced reasoning capabilities can democratize access to sophisticated financial planning, offering personalized guidance and support previously reserved for high-net-worth individuals.
How this dumb doll makes $2M per day

How this dumb doll makes $2M per day

Duration: 01:03:21
July 9, 2025
  • The viral toy craze of Labu dolls from the Chinese company PopMart has propelled its founder to become one of China's richest men, driven by celebrity endorsements and blind box collecting.
  • The success of Tony's Chocolonely began with Dutch journalists exposing child labor in the chocolate industry, leading them to create an ethically-sourced chocolate brand and partner with like-minded companies like Ben & Jerry's.
  • One of the podcasters shared his intentions to leave the internet and cease pursuing monetary gains at age 40 in order to focus on non-capitalistic, purpose-driven lifestyles, expressing a focus on personal fulfillment.
How I Bought a $3.4M Business For $200K

How I Bought a $3.4M Business For $200K

Duration: 01:21:30
July 4, 2025
  • Dan Certain, a former Facebook engineer, shares his experience of buying a packaging distribution business, Fleet Packaging, for $3.4 million.
  • He financed the purchase with $200,000 down through an SBA loan and a seller note, ultimately more than doubling the business's profit from $800,000 to $1.7 million by focusing on growth and strategic positioning.
  • Dan brainstorms business ideas, highlighting "fun to run" and "unsexy" businesses like family entertainment centers or niche services filling gaps left by struggling companies, emphasizing lower competition and stable demand.
I Turned $1M into $2.3B (Then Blew It Up and Rebuilt)

I Turned $1M into $2.3B (Then Blew It Up and Rebuilt)

Duration: 01:06:45
June 30, 2025
  • Mike emphasizes the importance of intuition and pattern recognition as key factors in his success as a trader, noting that these skills stem from experience and continuous learning.
  • A recurring theme is Mike's comfort with risk, balancing the need for adrenaline and excitement in trading with the grounded perspective gained from his early, less affluent life.
  • The discussion highlights the shift in priorities for wealthy individuals and their children, moving from a focus on financial achievement to a pursuit of self-actualization and a well-rounded life.
He Bought a Local Newspaper… Now He Makes $600K/YR

He Bought a Local Newspaper… Now He Makes $600K/YR

Duration: 00:59:14
June 27, 2025
  • The decline of small-town newspapers presents an opportunity for recent college graduates to not get too rich but be a "hero to the community" and "optimize for meaning" by acquiring these businesses.
  • Charisma and storytelling are increasingly vital for political success, evidenced by a New York mayoral candidate's effective use of UGC-style content and a billionaire's concept for a reality show to identify charismatic presidential candidates.
  • Selecting individual stocks for high returns is remarkably challenging, so an alternative strategy is to invest in an "AI index" comprised of companies positioned to benefit from the AI tailwind.
Business as a sport, Surge AI, and Waymo vs. Robotaxi

Business as a sport, Surge AI, and Waymo vs. Robotaxi

Duration: 01:09:48
June 25, 2025
  • Chris Corner's episode generated significant buzz, particularly the "hole in one" golf challenge idea, which sparked widespread interest and potential business ventures among listeners.
  • The hosts discussed the concept of being "generative", defining it as the ability to expand on ideas and create prolifically, using Elon Musk as a prime example of someone who manifests ideas into reality.
  • The conversation explored the transformative potential of AI, particularly in medicine, where it could become standard practice or even considered malpractice not to use AI as a co-pilot in diagnosis and treatment.
We found the top 1% of the internet this week (so you don't have to)

We found the top 1% of the internet this week (so you don't have to)

Duration: 00:56:48
June 20, 2025
  • Apple's new Alarm Kit empowers third-party apps to function as alarms, potentially unlocking innovation in a previously restricted app category.
  • Consulting firm McKinsey is being satirized for allegedly charging exorbitant fees for recommending easily reversible changes, raising questions about the value and impact of their advice.
  • The discussion highlighted Les Schwab's leadership philosophy, emphasizing the importance of treating employees well and building meaningful relationships beyond financial metrics.
The Side Hustle King: “I’m making $8K/DAY from easy businesses”

The Side Hustle King: “I’m making $8K/DAY from easy businesses”

Duration: 01:17:15
June 18, 2025
  • The guest advocates for a "shiny object syndrome" approach to creating multiple income streams rather than focusing on a single venture.
  • The "math-as-a-service" concept is presented, exemplified by a floating golf green challenge, highlighting the potential for simple businesses to generate substantial revenue through statistical advantage.
  • Facebook Marketplace was touted as a potential "entire economy," with the guest sharing his own experience of generating nearly $10 million(profitably) in revenue in a remarkably short timeframe through organic posting.
We found the weirdest ways to make $1M, $1B, and $5B

We found the weirdest ways to make $1M, $1B, and $5B

Duration: 01:04:43
June 13, 2025
  • The hosts explored various businesses related to "butts and guts," including twerking classes that became a short-lived, million-dollar phenomenon.
  • Fecal microbiota transplants (FMT), transferring gut bacteria from a healthy individual, are showing promise in treating conditions like depression and even enhancing athletic endurance.
  • The hosts analyzed the successful turnaround of Grindr, the hookup app, noting its impressive financial performance and unique positioning within the dating app market.
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