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Elon’s Empire: SpaceX, Tesla, Neuralink After the Storm & Anduril’s $2.6BN Power Move

Rory O’Driscoll is a General Partner @ Scale where he has led investments in category leaders such as Bill.com (BILL), Box (BOX), DocuSign (DOCU), and WalkMe (WKME), among others. Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft and more. ---------------------------------------------- In Today’s Episode We Discuss: 00:00 Intro 01:06 Circle’s IPO: Investors Just Left $BNs on the Table 10:14 Should Stripe and Databricks Finally Go Public? 15:54 US Stock Markets: How They DOMINATE the Global Game 20:33 50% of Unicorns Are DOOMED. What Happens Now? 25:04 Founders Fund Just Dropped $1B on Anduril. Why?! 30:25 What Would Rory Do If LPs Let You Go Wild? 37:42 What Missing Out on Millions for Docusign Taught Rory 48:27 The Shocking Data Behind the SaaS Slowdown 53:26 AI vs. SaaS: The Great Budget War Begins 01:03:29 SpaceX, Tesla, Neuralink: Elon’s Empire After the Firestorm 01:11:16 Kalshi Quick-Fire Round ----------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZTtgTNBKwtZBMHvl?si=85bc9196860e4466 Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/the-twenty-minute-vc-20vc-venture-capital-startup/id958230465 Follow Harry Stebbings on X: https://twitter.com/HarryStebbings Follow Jason Lemkin on X: https://twitter.com/jasonlk Follow Rory O’Driscoll on X: https://twitter.com/rodriscoll Follow 20VC on Instagram: https://www.instagram.com/20vchq Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/contact ----------------------------------------------- #20vc #harrystebbings #roryodriscoll #jasonlemkin #elonmusk #trump #ai #saas #stripe #foundersfund #circle

Rory O’DriscollguestHarry StebbingshostJason Lemkinguest
Jun 12, 20251h 22mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

IPO window reopens, SaaS matures, AI reshapes capital and power

  1. Circle’s IPO pop highlights both a reopened IPO market and the chronic underpricing problem, especially painful when a large portion of the deal is secondary shares sold by insiders.
  2. The panel argues the US public markets dominate globally on liquidity and valuation, explaining why firms like Wise migrate listings and why sub-$5B tech companies struggle outside US exchanges.
  3. With 1,500 unicorns, many will fail or stagnate; only a minority will reach IPOs, making employee liquidity, tender programs, and timing readiness central strategic issues.
  4. Founders Fund’s $1B Anduril check exemplifies a thesis-driven, highly concentrated strategy that’s easier at late stage but difficult to replicate without distorting portfolio construction.
  5. SaaS growth is slowing due to maturity (cloud/SaaS penetration) and AI consuming CIO attention and budgets, while debate remains on whether AI truly expands TAM enough to justify venture-scale outcomes.

IDEAS WORTH REMEMBERING

5 ideas

IPO “success” can still mean insiders left billions on the table.

Circle’s sharp post-IPO surge is celebrated, but when over half the shares sold are secondary, the underpricing transfers value directly from sellers to IPO buyers—making the cost of mispricing feel far worse than a typical primary-heavy IPO.

Some IPO pop is structurally unavoidable, but the process remains information-asymmetric.

Because there’s no prior trading history, investors demand compensation for uncertainty; however, founders/VCs face an uneven playing field versus bankers who run this process repeatedly and control allocation narratives (who will “flip,” who is “real demand”).

The US exchange advantage is mostly liquidity—not patriotism.

The discussion frames Wise’s potential US move as rational access to the deepest pool of capital and analyst coverage; for $2–$5B tech companies, liquidity can be thin even in the US, and effectively nonexistent elsewhere.

Most unicorn equity is “notional” until a real liquidity path exists.

If only ~20% of unicorns reach IPO viability and most cannot run reliable tender programs, employee equity becomes harder to value and harder to use for recruiting/retention—pressuring companies toward IPOs or structured liquidity.

“Just double down on winners” is harder than it sounds in portfolio math.

Only a small fraction of deals become true compounding outliers; by later rounds, even great companies often offer lower forward multiples, and funds either stay small, expand deal count to create more “at-bats,” or drift into generic growth investing.

WORDS WORTH SAVING

5 quotes

The definition of a great business is when your customers can hate you and still do business with you.

Rory O’Driscoll

The United States has 4% of the world's people. We have roughly 23% of the world's GDP. And depending on the day, we have 67% of the world's market cap and the stock exchange, right? We won.

Rory O’Driscoll

Some companies that were once worth a billion dollars can go to zero. Easily done, especially if you have debt, especially if you have a high-cost structure, and if you're asleep at switch.

Rory O’Driscoll

A friend of mine years ago had this wonderful saying about venture, right? When you'd complain about how hard it is to figure all this shit out, and he would say to me, "If it was factory work, they'd pay you factory wages."

Rory O’Driscoll

Who the hell do you think is left in twenty twenty-three who doesn't have a freaking Zoom account? You're done.

Rory O’Driscoll

Circle IPO pricing and secondary seller regretMeme-value vs fundamentals in IPO demandUS market-cap dominance and listing migration (Wise/LSE)Unicorn failure rates and liquidity/tender offersCapital concentration and follow-on strategy mathSaaS slowdown, consolidation, and AI budget displacementElon’s companies post-controversy: SpaceX vs Tesla resilience

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