Colossus
Overview
Colossus covers business, investing and company building through interview podcasts, company research, profiles and print publishing. Its network developed around programs such as Invest Like the Best. Business Breakdowns explains how companies operate through interviews with industry specialists, investors and executives.[1][2][3]
Contents19 sections
Key facts
Name and company identity
2016Invest Like the Best
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 Invest Like the Best in 2016, interviewing investors, founders and other specialists about investing and business. The program predates Colossus and subsequently became a central part of its media network.[1]
2020Founding Colossus
2021Business Breakdowns
The first Business Breakdowns episode examined Shopify. Dated April 5, 2021 on the publisher’s site, it featured Alex Danco with hosts O’Shaughnessy and Zack Fuss. The program studies individual companies’ products, revenue models and competitive positions, covering both public and private businesses.[7][2]
2022Partnership with Founders
On August 30, 2022, O’Shaughnessy announced a partnership with David Senra’s Founders in the written introduction to an interview with Senra. Founders centers on entrepreneurs’ biographies; the partnership brought the program and its transcripts into the Colossus network.[8]
2023Making Media
Making Media began with a January 30, 2023 episode in which Dom Cooke and Matt Reustle interviewed O’Shaughnessy. Originally intended as a year-end review, the conversation became the opening episode of a program about media businesses.[9]
From 2024: Print publishing
2026Commercial disclosures in coverage
The May 2026 Scott Wu interview, The Wu Tapes, carries an editor’s note identifying Cognition as both a Colossus sponsor and a Positive Sum portfolio company. The disclosure records a commercial relationship involving the subject of the coverage.[11]
September 2026Publishing a Moritz memoir excerpt
In September 2026, Colossus published Michael MoritzMichael MoritzMichael Moritz is a venture capitalist, writer, and philanthropist who was a partner at Sequoia Capital from 1986 to July 2023 and long served as a member of the firm’s leadership and as its chairman. He represented Sequoia in investments in and on the boards of companies including Yahoo, Google, PayPal, Zappos, Stripe, and Klarna, and he is involved in San Francisco civic affairs through his family foundation Crankstart, local San Francisco media, and political donations.Open the full entry’s The Wretched Refuse, identified as an adapted excerpt from Ausländer: One Family’s Story of Escape and Exile, used with permission from Pegasus Books. It traces his family’s escape from Nazi Germany and connects that history with his later experience as an immigrant.[12]
September 2026Childhood influences in an interview
In the September 16 Invest Like the Best interview, Moritz likened childhood influences to accompanying “angels and demons.” He referred to experiences before ages twelve, thirteen or fourteen while explicitly disclaiming expertise in child development. He connected his family’s refugee background with his own vigilance and survival instinct.[13][14]
Method and qualifications in the interview
Moritz described childhood inquiry as a way to understand founders, and linked his own dissatisfaction with his upbringing.[14]
September 2026Different reactions to a profile
Reactions to Jeremy SternJeremy SternJeremy Stern is a journalist, editor and podcast host. As editor-in-chief of Colossus, he writes long-form profiles of technology entrepreneurs and investors. He previously served in the U.S. Army, worked as a senior State Department adviser and held editorial roles at Tablet.Open the full entry’s Zuckerberg profile in Colossus differed. Casey Newton criticized it as overly flattering; John Gruber praised its writing and insight and considered its treatment fair.[15][16]
Program formats and collaborations
Colossus also collaborates on specialized series. Created by Will Thorndike and Compounding Labs in partnership with Colossus, 50X studies investments that appreciated at least fiftyfold, examining value creation and the formation and evolution of investor conviction.[17]
Subscriptions and sponsorship
Colossus offers print and accompanying private-audio subscriptions alongside commercial sponsorships. Its sponsorship page describes integrating a small number of annual partners across podcasts, the magazine and the network. Episode disclosures identify Positive Sum ties and potential securities holdings.[18][14]
Current team
As of October 2026, the masthead lists Patrick O’Shaughnessy as founder and CEO, Alison Davis Riddell as president and Jeremy Stern as editor-in-chief.[4]
Current distribution and public accounts
Colossus distributes content through its website, @colossusmag on X, its company LinkedInLinkedInLinkedIn is a social networking platform for professionals. It was founded in 2002 by Reid Hoffman and others, launched in 2003, and listed on the New York Stock Exchange in 2011; after Microsoft acquired it for approximately $26.2 billion in 2016, it became a wholly owned Microsoft subsidiary. Its revenue comes from membership subscriptions, advertising, and recruitment solutions.Open the full entry page and the Invest Like The Best 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 channel. Visible October 2026 company posts include coverage of David Vélez and Zuckerberg. Individual programs also have their own subscription channels.[3][19][6][14]
Related Organizations, Websites, and Public Accounts
Colossus: Official website: https://colossus.com (opens in a new window).[3]
Sources
- Invest Like the Best (opens in a new window)
- Business Breakdowns (opens in a new window)
- Colossus (opens in a new window)
- About us - Colossus (opens in a new window)
- Terms of Service (opens in a new window)
- Colossus — LinkedIn (opens in a new window)
- Shopify: The E-commerce On-Ramp (opens in a new window)
- Colossus:Passion & Pain,2022-08-30 (opens in a new window)
- Hunting for Magicians (opens in a new window)
- Colossus — Issue 01 (opens in a new window)
- The Wu Tapes (opens in a new window)
- The Wretched Refuse (opens in a new window)
- The Outsider (opens in a new window)
- Former Sequoia Chairman Michael Moritz on Steve Jobs, Elon Musk, and the Price of Greatness (opens in a new window)
- Comment on Jeremy Stern’s Mark Zuckerberg profile (opens in a new window)
- Jeremy Stern’s Profile of Mark Zuckerberg for Colossus (opens in a new window)
- 50X (opens in a new window)
- Become a Sponsor (opens in a new window)
- Colossus (@colossusmag) (opens in a new window)