Hosted by Molly O'Shea
Written by a model from the transcript; not yet reviewed.
Union Square Ventures has raised a new 900 million dollar fund, marking their largest fund to date and a deliberate evolution in their investment strategy. In this episode, the host Molly O'Shea tours the USV office in New York City with Mike Mignano and sits down with Fred Wilson, Rebecca Kaden, and Mike Mignano to discuss why a larger fund is necessary to address higher compute costs, larger check sizes, and faster-moving markets in the age of AI. They explain their thesis-driven approach, highlighting areas like physical AI, the open-source rebel alliance, energy infrastructure, and an obliterate-don't-automate philosophy that seeks to restructure entire industries by giving consumers direct access to intelligence.
The episode opens with the announcement of USV’s largest ever fund, detailing the size and strategic rationale behind the new capital.
The hosts walk through USV’s New York office, highlighting its collaborative spaces, amenities, and the team’s daily interactions.
Discussion of why USV chose $900M instead of a round $1B, emphasizing intentional fund strategy and composition over vanity metrics.
Exploration of USV’s plan to invest heavily in seed and early-stage deals, including proprietary seed bets and incubation efforts.
The panel examines how AI infrastructure and applications are reshaping the venture landscape, leading to larger rounds and faster product cycles.
Investors discuss the rising costs of AI compute, the need for larger capital to support inference, and the impact on startup economics.
USV explains how they communicate with limited partners, justify a larger fund, and maintain a small‑fund strategy for better alignment and flexibility.
USV reflects on past portfolio successes like Twitter, Etsy, and Abridge, illustrating patterns of growth and the value of long‑term investment.
The conversation turns to the importance of strong teams, product intuition, and retention metrics in evaluating early‑stage investments.
The hosts discuss how USV’s early bets on companies like Coinbase and Duolingo illustrate their thesis-driven approach to venture investing.
A case study of a startup that misread its market, pivoting from consumer to doctor-recorded appointments, highlighting the importance of product-market fit.
The hosts emphasize that extraordinary founders, such as Shiv and Duolingo’s founder, are often key to navigating early-stage uncertainty.
New Strategy and Larger Funddata
Union Square Ventures raised 900 million dollars for their new fund, marking a significant increase in fund size and a new strategy to match bigger market swings and more expensive rounds.
Incubating Supertake Internallystory
USV incubated Supertake, an agent-driven financial tool allowing regular consumers to invest in ideas directly through brokerages without needing to know stock picking or portfolio management.
The User Interface Is Not Deadinsight
A speaker argues that the user interface is not going away because it is how products build trust, convey concepts visually, and provide experiences users actually want to interact with.
Subsidizing Inference for Adoptionstrategy
Startups want to subsidize inference costs on behalf of customers to reach critical mass adoption before forcing them to pay subscriptions.
The Open Source Rebel Allianceinsight
USV describes the rebel alliance as developers and companies rebelling against closed AI stacks by building their own open source harnesses and tools to avoid vendor lock-in.
Obliterate Don't Automateinsight
The partnership explains their thesis of obliterate don't automate, where AI tools restructure and democratize entire markets rather than just making existing workflows slightly more efficient.
“I think the user interface is where people build trust with a product, where they gain comfort and know how to navigate different experiences.”
“The 900 really comes from the strategy, bottoms up, which, again, I think, I think we'll probably get into, right?”
“We don't, we don't raise funds as vanity metrics. You know, it's not like, we gotta hit a billion, or we gotta hit 2 billion.”
“It's never a straight line to the top and sometimes there's management changes.”
“The interesting thing, Rebecca alluded to this earlier, sometimes if a product really catches fire, it can raise money even without the right team around it.”
“We have a portfolio company, they call themselves Common Fabric now. They just announced, right?”
USV spent 20 years keeping its funds small on purpose. Its new $900M raise is the largest fund cycle in the firm’s history. I sat down with USV General Partners Fred Wilson, Rebecca Kaden and Michael Mignano at the firm’s New York office to unpack why one of venture capital’s most disciplined early-stage firms is getting bigger now, and what they think the next era of AI will look like. Together with General Partner Nick Grossman, they’re leading USV into its next chapter. USV was early to Twitter, Coinbase, Stripe, MongoDB, Twilio, Etsy, Duolingo and Abridge. More than 20 years after Fred Wilson and Brad Burnham laid out the firm’s original internet thesis, Fred believes AI today looks a lot like the internet in 2003. The infrastructure is here, but many of the defining applications have yet to be built. We get into why AI is making products cheaper to build but breakout companies potentially more expensive to create, why ARR can hide weak retention, the growing importance of founder storytelling, personal AI agents, the “Rebel Alliance” around open AI infrastructure, and why energy may be one of the cleanest bets on AI. At the center of USV’s new thesis is “obliterate, don’t automate.” Instead of making existing industries incrementally more efficient, AI could completely restructure them. Fred’s version is simple. Don’t hire a lawyer, use an AI lawyer. Don’t hire an accountant, use an AI accountant. Don’t hire a doctor, use an AI doctor. Fred Wilson: https://x.com/fredwilson Rebecca Kaden: https://x.com/rebeccakaden Michael Mignano: https://x.com/mignano Molly O’Shea: https://x.com/MollySOShea Sourcery: https://x.com/sourceryy 𝐄𝐏𝐈𝐒𝐎𝐃𝐄 𝐋𝐈𝐍𝐊 YouTube: https://youtu.be/sYH4fKKtSPw 𝐒𝐏𝐎𝐍𝐒𝐎𝐑𝐒 • Brex https://brex.com/sourcery—The modern finance platform, combining the world’s smartest corporate card with integrated expense management, banking, bill pay, & travel. https://brex.com/sourcery • Zone https://zonefrontier.com/—develops next-generation data center campuses, partnering with AI companies, site developers and technology leaders to bring compute online faster and at scale. Visit: https://zonefrontier.com https://zonefrontier.com/ • Turing https://turing.com/sourcery—Turing delivers top-tier talent, data, and tools to help AI labs improve model performance—and enables enterprises to turn those models into powerful, production-ready systems. https://turing.com/sourcery • VCX https://fundrise.com/vcx—VCX is the public ticker for private tech, allowing investors of all sizes to invest in venture capital. View The Portfolio at http://GetVCX.com http://getvcx.com • Deel https://www.deel.com/sourcery—Deel is the global people platform that helps startups hire, manage, pay, and equip anyone, anywhere. Trusted by more than 35,000 fast-growing companies, Deel is the people platform that just works, so teams can scale without the chaos. Visit: https://www.deel.com/sourcery • Public http://public.com/sourcery–Investing platform Public just launched Generated Assets https://public.com/generated-asset, which lets you turn any idea into an investable index with AI. With Generated Assets, you can build, backtest, refine, and invest in any thesis with AI. Gone are the days of one-size-fits-all ETFs. https://public.com/sourcery Follow Sourcery for the latest updates! https://www.sourcery.vc https://www.sourcery.vc/ Disclosure Paid Endorsement. Brokerage services by Open to the Public Investing Inc, member FINRA & SIPC. Advisory services by Public Advisors LLC, SEC-registered adviser. Crypto trading provided by Zero Hash LLC, licensed by the NYSDFS. Generated Assets is an interactive analysis tool by Public Advisors. Output is for informational purposes only and is not an investment recommendation or advice. See disclosures at public.com/disclosures/ga. Matched funds must remain in your account for at least 5 years. Match rate and other terms are subject to change at any time.
15,933 words · 4 speakers
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