Invest Like the Best
Invest Like the Best is a business and investing interview podcast hosted by Patrick O’ShaughnessyPatrick O’ShaughnessyPatrick O’Shaughnessy is an investor and podcast host who has hosted the interview show Invest Like the Best since 2016, founded the early-stage investment firm Positive Sum in 2020 and serves as its CEO, and is also founder and CEO of the media company Colossus.Open the full entry. Launched in 2016, it features conversations with investors, founders and experts about their ideas, methods and stories; the show is now part of the Colossus podcast network.
Contents7 sections
Key facts
September 12, 2016First Episode
On September 12, 2016, the show released its first episode, in which Patrick O’Shaughnessy talked with hedge fund manager and author Jeff Gramm about the history and current state of shareholder activism; at the time show notes were published on O’Shaughnessy’s website, Investor Field Guide. Episodes followed weekly over the next few weeks, with early guests including Michael Mauboussin, Jason Zweig, Morgan Housel, Christian Rudder, and Vanguard’s Gerry O’Reilly and Jim Rowley.[1][1][1][1][1][1][1][1]
2020Colossus Founded and the Show Becomes Part of a Podcast Network
In 2020 O’Shaughnessy founded ColossusColossusColossus is a business and investing media company founded by Patrick O’Shaughnessy in 2020. It publishes podcasts, digital journalism and a print magazine, including Invest Like the Best, Business Breakdowns and programs made with independent creators.Open the full entry, expanding Invest Like the Best into a full media network with additional podcasts such as Business Breakdowns and Founders; Colossus also publishes a digital and quarterly print magazine. The show’s RSS feed is published by Colossus and also carries some episodes and replays of the network’s other shows.[2][3][1][1][1]
July–December 2023: Josh Kushner and Charlie Munger Conversations
Among the featured episodes pinned on the show page, Episode 337 (July 18, 2023) interviews Josh Kushner, founder and managing partner of Thrive Capital, about Thrive’s origin story and early investments; Episode 355 (December 5, 2023) presents a conversation between Charlie Munger, then vice chairman of Berkshire HathawayBerkshire HathawayBerkshire Hathaway Inc. is a multinational conglomerate holding company headquartered in Omaha, Nebraska, United States (NYSE: BRK.A/BRK.B), with businesses spanning insurance, railroads, energy, manufacturing, and retail. Warren Buffett took control of the company in 1965 and ran it until 2025, and Greg Abel succeeded him as CEO at the start of 2026. The company long held stakes in several U.S. banks, including M&T (1991–2020), Bank of America, and Wells Fargo, which it successively reduced or exited between 2020 and 2024.Open the full entry, and Stripe’s John Collison, recorded the previous year, covering the ingredients of long-term business success and what makes Berkshire special.[2][1][2][2][1]
September 28, 2026Episode 493, Noah Shinn’s First Long-Form Interview
Episode 493, released on September 28, 2026, featured Noah ShinnNoah ShinnNoah Shinn is an artificial intelligence entrepreneur and researcher, the founder and chief executive of the personal agent company Instinct. He previously did research at the AI company Sierra, and is the first author of the language agent paper Reflexion and a co-author of the agent benchmark τ-bench.Open the full entry, founder of the personal agent company Instinct. O’Shaughnessy said at the opening that this was the first time Shinn had talked about the business in long form. Instinct is a personal assistant that users text, call or email the way they would a person, with its own phone and its own computer; it was then about a year old, still invite-only, and growing roughly 10 percent day over day without any marketing spend. The conversation covered how long it takes users to trust an agent with their credit card, inbox and calendar; why Shinn refuses to build an ad model and believes a personal agent should never influence users against their own interests; the take-rate model behind the more than $1 billion a year flowing through the platform; and why he spends 40 percent of his time thinking about compute.[1][4][1][1][1][1][1][1]
Format and Scale
The show describes itself as conversations with the world’s best investors, founders and experts, aimed at helping listeners better invest their time and money. As of October 2026, the numbered main episodes had reached Episode 496 (released October 20, 2026, with Vanta founder and CEO Christina Cacioppo); Apple Podcasts lists 602 items in the feed including replays, under the Investing category. The show is presented by Ramp and sponsored by Vanta, RogoRogoRogo is an artificial intelligence platform company serving financial institutions such as investment banks, private equity firms, and hedge funds, co-founded by Gabe Stengel, who serves as its CEO; it uses models and agents tailored for finance to handle work such as research, modeling, and deal documents, raised funding from its seed round through its Series D between 2024 and 2026, and has received strategic investment from several global banks.Open the full entry, WorkOS and Ridgeline; some episodes offer transcripts, with full transcripts requiring a Colossus login.[2][1][2][5][5][2][4]
Related Organizations, Websites, and Public Accounts
Invest Like the Best: Official website: https://colossus.com/series/invest-like-the-best/ (opens in a new window).[2]
Colossus: Official website: https://colossus.com/ (opens in a new window).[3]
X: Public account: https://x.com/InvestLikeBest (opens in a new window)[2]
YouTubeYouTubeYouTube is Google’s video-sharing and creator platform, founded in 2005 by Steve Chen, Chad Hurley, and Jawed Karim and acquired by Google in 2006. Built around video uploading, viewing, and creator earnings, the platform has developed Shorts, YouTube Music, Premium, YouTube TV, and products for children, and is headquartered in San Bruno, California, United States.Open the full entry: Public channel: https://www.youtube.com/@ILTB_Podcast (opens in a new window)[2]