Josh Kushner - Concentration and Conviction - [Invest Like the Best, EP.459]
Josh Kushner - Concentration and Conviction - [Invest Like the Best, EP.459]
Podcast1 hr 3 min
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Note: AI-generated summary based on third-party content. Not financial advice. Read more.
Quick Insights

The primary investment opportunity lies in the Artificial Intelligence ecosystem, focusing on a few high-conviction areas. Consider the foundational model layer, where companies like OpenAI (publicly accessible via key partner Microsoft (MSFT)) are building core technology. Also, look at essential infrastructure beneficiaries, such as data platforms (Databricks) and payment processors (Stripe) that will power the AI economy. High-potential applications with unique data advantages are emerging in sectors like robotics and drug development. The core strategy is to make concentrated, long-term investments in these category leaders, especially during periods of market fear.

Detailed Analysis

Stripe (Private Company)

  • Thrive Capital led a major investment round in Stripe at a $50 billion valuation, which was a 50% discount to its previous valuation a year prior.
  • The investment was approximately $1.8 billion, the largest check Thrive had written at that point.
  • The decision was made during a period of market fear when other investors were overly focused on short-term metrics like revenue multiples and margin structures.
  • The core investment thesis was based on a simple, long-term trend: "people buy more stuff on the internet every year."
  • There was immense conviction in the founders, John and Patrick Collison, who were described as some of the best entrepreneurs alive. The idea that anyone would doubt them was called "blasphemy."

Takeaways

  • Contrarian Conviction: Investing in market-leading companies during periods of fear or valuation compression can present significant opportunities. The best time to invest in a great company is often when the market is focused on short-term noise.
  • Bet on Founders and Trends: The investment was a bet on a durable, long-term trend (growth of the internet economy) and world-class founders. For investors, this highlights the importance of identifying strong leadership and secular growth trends that can weather short-term market volatility.

OpenAI (Private Company)

  • Thrive Capital led an investment round at a $29 billion valuation before ChatGPT was widely released to the public.
  • Conviction was built after seeing an early preview of ChatGPT, which was described as a product that was going to "change the world."
  • The investment thesis centered on OpenAI being the "best team" with the highest "talent density" and access to compute, making it the "most important prize worth winning" in AI.
  • The high valuation was justified by reframing the potential market size. The speaker believes that just as there are multi-trillion dollar public companies today, there will be private companies worth half a trillion or a trillion dollars in the future, especially in a category-defining field like AI.
  • The firm dismisses common criticisms that large language models (LLMs) will be commoditized or that value will only accrue to the application layer.

Takeaways

  • "Power Law" Investing: In transformative technology shifts like AI, a single company can capture a disproportionate amount of the value. Investors should focus on identifying the potential number one player, as the rewards can be immense.
  • Product-Led Conviction: Experiencing a "magical" product firsthand can be a powerful catalyst for investment conviction, even before widespread adoption or clear revenue models.
  • Think Bigger: When evaluating companies in paradigm-shifting industries, historical valuation metrics may be insufficient. It's important to consider the total addressable market and the potential for the company to become a multi-trillion dollar entity over the next decade.

GitHub (Acquired by Microsoft)

  • This was a formative past investment for Thrive, highlighting their core strategy.
  • After an initial investment, Thrive significantly increased its position by buying shares from early founders when the company was perceived by outsiders as "troubled."
  • Because Thrive was deeply involved with the company, they had the conviction that the external perceptions were just "noise."
  • This concentrated bet resulted in Thrive owning about 10% of the company, a position that was not widely known at the time.

Takeaways

  • Information Advantage: Being deeply involved with an investment can provide an information edge. This allows an investor to develop conviction and potentially double down when the broader market is fearful or misinformed.
  • Buy When There's "Noise": Perceived trouble or management shakeups can create buying opportunities in fundamentally strong businesses if you have done the work to understand the real situation.

Databricks (Private Company)

  • Mentioned alongside Stripe and OpenAI as another example of Thrive's strategy of writing very large, conviction-driven checks into category-defining companies.
  • The context implies that, like the others, Databricks is a key infrastructure player that required significant capital to scale.

Takeaways

  • Infrastructure is Key: Databricks is a core piece of data and AI infrastructure. This reinforces the "picks and shovels" investment strategy, where you invest in the essential tools and platforms that enable a major technology trend.

Investment Theme: Artificial Intelligence (AI) Strategy

  • The podcast outlines a three-pronged strategy for investing in the AI ecosystem, providing a useful framework for investors.

  • 1. AI-Native Businesses:

    • Foundational Models: Investing directly in the leading generalized labs, like OpenAI.
    • Domain-Specific Models: Focusing on models trained for specific industries where unique data provides a moat, such as robotics and drug development (e.g., Isomorphic Labs).
    • Application Layer: Being highly selective, focusing on applications that have unique data feedback loops through reinforcement learning and memory of user preferences.
  • 2. Beneficiary Infrastructure:

    • Identifying established companies that will not be disrupted by AI but will instead benefit tremendously from its adoption.
    • Examples mentioned include Databricks (data infrastructure), Stripe (powering "agentic commerce"), and Wizz (solving identity challenges in an AI-driven world).
  • 3. Applied AI & "Inside-Out" Disruption:

    • This is a novel thesis suggesting that future disruption will come from "inside out."
    • Established companies with proprietary data and domain experts are best positioned to fine-tune and deploy AI models.
    • Thrive is acting on this by acquiring traditional businesses and using AI to transform them, believing this creates a unique competitive advantage.

Takeaways

  • A Framework for AI Investing: Investors can use this three-part framework to analyze the AI landscape. You can invest in the core model creators, the essential infrastructure that supports them, or established, data-rich companies that can effectively leverage AI.
  • Look Beyond the Obvious: The "inside-out" disruption concept is a key insight. It suggests that investors shouldn't only look at new AI startups but also at incumbent leaders in various industries that have the data and resources to become AI powerhouses.

Investment Theme: Concentrated, High-Conviction Investing

  • Thrive's entire philosophy is built on making highly concentrated bets on a very small number of companies.
  • This strategy is driven by the belief that to be a truly meaningful partner and to generate exceptional returns, you must commit deeply to a few select opportunities.
  • The approach was validated by legendary investor Stan Druckenmiller, who told the speaker that making concentrated bets when you feel like you're "running into a burning building" is "always the right decision. You just better fucking pick right."

Takeaways

  • Focus on Your Best Ideas: While most retail investors should maintain diversification, the principle of allocating more capital to your highest-conviction ideas is a powerful one. This strategy requires deep research and discipline.
  • Psychology of Concentration: Concentrated investing is psychologically difficult. It requires the ability to withstand criticism and market volatility while maintaining long-term conviction, as demonstrated by the Stripe and OpenAI investments.
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Episode Description
This is my second conversation with Josh Kushner, founder and managing partner of Thrive Capital. I recorded this conversation in October after publishing the Colossus cover story about him and Thrive. Given the overwhelming response, we created some breathing room before releasing it. Josh started Thrive in 2011. The firm now manages approximately $50 billion with a very small investment team. What makes Thrive different is how concentrated they are and how involved they get with their portfolio companies. We cover the iconic investments that defined Thrive: Instagram, Stripe, GitHub, and spend a lot of time on OpenAI. Josh explains how Thrive thinks about investing today and the three categories they're currently focused on. Josh also talks about building the firm, why they keep the team small, and what he's learned from A24 about enabling artists to do their best work. He shares personal stories that shaped him, including his grandmother's experience surviving the Holocaust, and lessons from Stan Druckenmiller, Jon Winkelried, and others at formative moments in Thrive's history. Please enjoy my great conversation with Josh Kushner. For the full show notes, transcript, and links to mentioned content, check out the episode page ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠.  ----- Become a Colossus member to get our quarterly print magazine and private audio experience, including exclusive profiles and early access to select episodes. Subscribe at ⁠colossus.com/subscribe⁠. ----- ⁠Ramp’s⁠ mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Go to⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠ramp.com/invest⁠⁠ to sign up for free and get a $250 welcome bonus. ----- Trusted by thousands of businesses, ⁠Vanta⁠ continuously monitors your security posture and streamlines audits so you can win enterprise deals and build customer trust without the traditional overhead. Visit ⁠vanta.com/invest⁠.  ----- ⁠WorkOS⁠ is a developer platform that enables SaaS companies to quickly add enterprise features to their applications. Visit⁠⁠ ⁠WorkOS.com⁠⁠⁠ to transform your application into an enterprise-ready solution in minutes, not months. ----- ⁠Rogo⁠ is an AI-powered platform that automates accounts payable workflows, enabling finance teams to process invoices faster and with greater accuracy. Learn more at ⁠Rogo.ai/invest⁠. ----- ⁠Ridgeline⁠ has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. Visit⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ridgelineapps.com⁠. ----- Editing and post-production work for this episode was provided by The Podcast Consultant (⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://thepodcastconsultant.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠). Timestamps: (00:00:00) Welcome to Invest Like the Best (00:02:43) Intro: Josh Kushner (00:03:46) How Thrive Has Changed Since 2023 (00:05:18) Thrive’s Entrepreneurial Culture (00:12:22) The Power of Small Teams (00:13:35) Sponsors (00:14:35) Concentration as Differentiation (00:16:16) The Github Deal (00:18:08) Lesson from Stan Druckenmiller (00:20:37) Leading Stripe’s $50 Billion Round (00:23:16) Instagram: Doubling an Investment in Days (00:25:43) Isomorphic: Thrive as an Enabling Technology (00:27:04) Thrive & A24 (00:28:19) OpenAI: The Product Josh Couldn’t Unsee (00:32:09) Pricing the OpenAI Investment (00:33:40) OpenAI and Power (00:35:26) Finding Joy in Hard Work (00:39:15) Inside View of the Tech & AI Landscape (00:42:28) Three Investment Categories Thrive is Focused On (00:44:37) Thrive Holdings: Inside-Out Disruption (00:48:54) Competition in Venture (00:50:49) Sponsors (00:51:48) Thrive’s Immutable Values (00:54:21) A Family Story of Survival (00:56:43) The American Dream (00:58:03) What Artists Can Teach Investors (01:00:26) Never Compromise Your Values (01:01:33) The Story Behind Josh’s Forever Watch
About Invest Like the Best with Patrick O'Shaughnessy
Invest Like the Best with Patrick O'Shaughnessy

Invest Like the Best with Patrick O'Shaughnessy

By Colossus | Investing & Business Podcasts

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 https://www.joincolossus.com