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Invest Like the Best with Patrick O'Shaughnessy

Colossus | Investing & Business Podcasts
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Conversations with the best investors and business leaders in the world. We explore their ideas, methods, and stories to help you better invest your time and money. Hear stock market and boardroom insights you can't find anywhere else. If you're a professional investor, CEO, entrepreneur, or business strategist, this is for you. Explore all our episodes and learn more at www.colossus.com

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Latest Episodes

My guest today is Neil Movva, founder of Sail. Sail is building what Neil calls a token factory, an inference company designed for a specific kind of future, one where AI agents run in the background for hours or days at a time rather than answering ... more

My guest today is Ben Thompson, the founder and author of Stratechery. Ben is one of my favorite business thinkers and I love talking to him about everything happening in markets and technology.

We go through every important company, including OpenA... more

My guest today is Eric Vishria, a General Partner at Benchmark.

Eric has spent his career in software and cloud, and few people know the history of these markets as well as he does. What makes him special is his ability to use that history to make s... more

My guest today is Gavin Baker, founding partner and CIO of Atreides Management. This is our seventh conversation, and just two months after Gavin's last appearance.

It's about the gap between what the market is doing and what companies are seeing. I... more

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Recent Guests

Neil Movva
Founder of SAIL Research
SAIL Research
Episode: Neil Movva - Making AI 10x Cheaper - [Invest Like the Best, EP.488]
Ben Thompson
Author and founder of Stratechery
Stratechery
Episode: Ben Thompson on Big Tech, China, and the AI Boom Running Out of Money - [Invest Like the Best, EP.487]
Eric Vishria
Partner at a venture firm with deep experience in software/hardware investing
Benchmark (venture firm)
Episode: Eric Vishria - A Decade of Lessons Investing in Software & Hardware - [Invest Like the Best, EP.486]
Sam Altman
CEO of OpenAI
OpenAI
Episode: Sam Altman - How to Make an Abundant Future - [Invest Like the Best, EP.484]
Matthew Smith
Founder and CIO of Chronometer Partners
Chronometer Partners
Episode: Matthew Smith — Natural Gas: The Next Bottleneck - [Invest Like the Best, EP.483]
John Kim
One of the world's top and most prolific fundraisers; chairman and president of corporate development at Lila Sciences; author of The Tao of Fundraising
General Catalyst; Lila Sciences
Episode: John Kim - How to Raise a Few Billion Dollars - [Invest Like the Best, EP.482]
Gavin Uberti
Co-founder of Etched, hardware architect
Etched
Episode: Etched - Building AI Hardware to Make Inference Faster and Cheaper - [Invest Like the Best, EP.480]
Rob Wachen
Co-founder of Etched, systems architect
Etched
Episode: Etched - Building AI Hardware to Make Inference Faster and Cheaper - [Invest Like the Best, EP.480]
Vlad Barbalat
Chief Investment Officer of Liberty Mutual Investments
Liberty Mutual Investments
Episode: Vlad Barbalat - Investing $120 Billion in Permanent Capital - [Invest Like the Best, EP.479]

Host

Patrick O'Shaughnessy
Host of the show; leads conversations with top investors and entrepreneurs to uncover frameworks for investing and building enduring businesses.

Reviews

4.8 out of 5 stars from 4.9k ratings
  • I came across a business website who promised a huge return on investment. I was so convinced. The website was good and after all the convincing, I ended up depositing 150,000 USD, unfortunately, I fell into the wrong hands.

    I was really devastated until I sent an email to an expert who came highly recommended - hackerspytech@ gmail com

    I gave him all the information about the events, and within a few working days, they restored 85% of my BTC back to my wallet. I was shocked and glad at the same... more

    Podchaser
    5
    harpergagnon1111
    2 months ago
  • Be cautious of online investment platforms, even if they have positive reviews. I trusted similar claims and lost my deposit within days After discovering I had been scammed, I contacted Mrs. Elisa Donovan, who was recommended to me. Through a professional recovery process, she successfully helped recover $150,000 of my funds, with more recovery efforts ongoing. Email: (elisadonovan91 AT GMAIL COM) or WhatsApp +1 769 225-1005 Always research carefully before investing online.

    Podchaser
    2
    lexieadzija933
    3 months ago
  • I initially invested a total of $105,000 over a period of 5 weeks with my broker. My bonus/profit was $830,000, every attempt to make withdrawal failed and I was instructed to make another deposit of $25,000 before I can make withdrawals which I did. Up till now, I’m still unable to make withdrawals and all attempt to contact broker has failed. This is very pathetic and I felt so bad losing my investment. I did a due diligence test before investing with them but guess what I ended up getting bur... more

    Podchaser
    5
    barrjacquelinepierce
    5 months ago
  • Must listen to podcast for anyone interested in investing

    Patrick’s interview style can only be described as awesome! He asks insightful questions and lets his guests do the talking. His ability to uncover the most interesting parts of the guests’ experience is unparalleled. I look forward to each episode.

    Apple Podcasts
    5
    Leon_D_NYC
    United States5 months ago
  • Josh Kushner episode not for me

    People have overhyped this guy so much, I was looking forward to learning something from ‘Josh at Thrive Capital’. Stopped the podcast episode on at least three occasions. My god, if I knew nothing about investing, I would say this episode sounds like two corporate robots parroting to each other isms about jack squat. Still don’t know what Josh has done to achieve whatever has brought this level of hype.

    Apple Podcasts
    1
    TheCashflowOperator
    United States5 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Fans highlight the high-caliber guest roster and practical, transferable takeaways.
Some episodes draw criticism for perceived agenda or soft questions depending on the guest.
Overall reception notes strong appreciation for content quality and host's learning-forward approach.
Listeners praise host for thoughtful questions and deep insights.
Critics point to episodes that feel promotional or uncritical of certain guests.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

Eric Vishria - A Decade of Lessons Investing in Software & Hardware - [Invest Like the Best, EP.486]
Q: What is your sense of the disorienting nature of model progress and how it changes the investor-founder dynamic?
Progress is rapid and disruptive, requiring a mindset shift from traditional readouts to evaluating nimbleness and the ability to adapt the business model to evolving AI capabilities.
Sam Altman - How to Make an Abundant Future - [Invest Like the Best, EP.484]
Q: What was the moment when you decided to secure compute at scale despite skepticism?
Seeing the exponential improvement in models, the clear economic returns of compute at scale, and the realization that GPUs would be foundational for both training and inference drove the conviction to invest aggressively.
Sam Altman - How to Make an Abundant Future - [Invest Like the Best, EP.484]
Q: I'd love you to reflect on why you said the first part and why you believe the second part about the next year being maybe our best 12 months.
The shift comes from recognizing that the model trajectory is accelerating and the economic returns of scaling AI are now clear, which allows a broader set of applications and monetization strategies beyond core consumer products.
Jeremy Giffon - The Billion Dollar PDF - [Invest Like the Best, EP.481]
Q: What advice would you get to founders in thinking about their cap table from the start?
The guest emphasizes maintaining optionality, considering broader paths (not locking into a single up-round), and using a flexible cap table strategy that keeps options open for strategic moves like acquisitions or profitability pivots, while avoiding rigid structures that constrain future flexibility.
John Kim - How to Raise a Few Billion Dollars - [Invest Like the Best, EP.482]
Q: What are the three laws of fundraising that frame your approach?
The laws are differentiation, tradeoffs, and pipeline; track record plus differentiation divided by complexity, plus the strategic management of scarcity and conversion, all working together to move capital.

Audience Metrics

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Frequently Asked Questions About Invest Like the Best

What is Invest Like the Best about and what kind of topics does it cover?

This is a long-form, high-signal interview show focused on investing, technology, and business strategy. Episodes consistently feature top investors, founders, and executives who share frameworks for fundraising, capital allocation, and building enduring teams and platforms. Notable strengths include deep-dive, philosophically grounded conversations that blend macro trends with practical playbooks, plus a track record of attracting influential guests across AI, energy, fintech, and enterprise software. Listeners who want actionable insights on how leading minds think about value, risk, and long-horizon growth will likely find it compelling; the host's curious, heavy-question approach often elicits concrete, transferable lessons. A distincti... more

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Invest Like the Best launched 10 years ago and published 594 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Invest Like the Best?

Recent guests on Invest Like the Best include:

1. Neil Movva
2. Ben Thompson
3. Eric Vishria
4. Sam Altman
5. Matthew Smith
6. John Kim
7. Gavin Uberti
8. Rob Wachen

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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