Skip to content
The Twenty Minute VCThe Twenty Minute VC

Thinking Machines Co-Founder Joins Meta for $3.5BN, Industry Venture's $665M Acquisition

Roger Ehrenberg is a leading seed investor, founder of IA Ventures, and now runs Game Changers Ventures, a $100M fund investing at the intersection of sports, media, entertainment & technology. 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. 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. ----------------------------------------------- Timestamps: 00:00 Intro 00:51 Pre-Show Chat: Rory Is So Old He Worked with Arthur Rock!!! 04:42 Goldman Sachs Acquires Industry Ventures for $665M 14:45 Thinking Machines Co-Founder Raises $2BN and Then Leaves for Meta 30:05 SoftBank Goes for $5BN Leverage Against ARM Stock To Buy More OpenAI 33:41 More Data Centres Than Offices: Are We In a Bubble 46:27 Where is the Alpha in Venture in 2025 57:19 What 90% of Managers Get Wrong About Portfolio Management ---------------------------------------------------------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZ... Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast... Follow Harry Stebbings on X: https://x.com/harrystebbings Follow Jason Lemkin on X: https://x.com/jasonlk Follow Rory O’Driscoll on X: https://x.com/rodriscoll Follow Roger Ehrenberg on X: https://x.com/infoarbitrage 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/con... ----------------------------------------------- #20vc #harrystebbings #roryodriscoll #jasonlemkin #openai #thinkingmachineslab #goldmansachs #ai #meta #openai #polymarket #vercel #supabase

Rory O’DriscollguestJason LemkinguestHarry StebbingshostRoger Ehrenbergguest
Oct 16, 20251h 25mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Venture news dissected: secondaries M&A, AI talent wars, and portfolio strategy

  1. Goldman Sachs’ $665M acquisition of Industry Ventures is framed as a rational “asset manager” deal valued as a percentage of AUM and enabled by Goldman’s distribution to private-wealth clients.
  2. A Thinking Machines co-founder leaving after raising $2B to join Meta for $3.5B sparks a debate on founder responsibility versus one-shot incentives, and what governance/vesting protections investors and co-founders should implement.
  3. SoftBank’s reported $5B margin loan against Arm to buy more OpenAI is treated as classic Masa-style leverage, raising the broader question of where AI infrastructure capital will come from and under what return expectations.
  4. The panel argues AI data-center buildout is driven by validated scaling laws and insatiable demand, but the ultimate constraint may be economic returns rather than technical feasibility or usage.
  5. They contrast concentrated versus diversified AI investing and go deep on portfolio management: start diversified, then concentrate via follow-ons using new information, while treating each check as an option with risk-adjusted expected value.

IDEAS WORTH REMEMBERING

5 ideas

Industry Ventures’ sale price fits standard asset-management valuation logic.

They interpret the deal as ~10% of $7B AUM (with earn-out) and roughly “10x revenue / ~20x earnings” for a high-margin, brand-driven platform, comparable to StepStone/Hamilton Lane-style models.

Some investment businesses are sellable; most venture partnerships are not.

Productized, fee-stream platforms (secondaries/fund-of-funds) can be acquired wholesale, while small venture firms are “people businesses” where selling out the partners destroys the underlying asset.

Mega personal payouts can turn careers into a one-turn prisoner’s dilemma.

When an individual is offered more liquid value than their startup equity’s risk-adjusted value, the multi-period reputational game collapses and “bad behavior” becomes more likely, forcing investors to price that risk rather than moralize it away.

Co-founder departure risk should be addressed explicitly in formation docs.

They highlight longer vesting (e.g., six-year vs four-year), cliffs, repurchase rights, and penalties for leaving for competitors as increasingly important when teams are the core asset and poaching is plausible.

AI infrastructure buildout is unlikely to be limited by demand—only by returns.

The group accepts that token demand will expand to fill supply (efficiency gains just increase usage), but argues capital markets will slow spending if marginal ROI fails, even if scaling laws continue to hold.

WORDS WORTH SAVING

5 quotes

In the face of unprecedented wealth, I'm shocked to discover that most people behave badly.

Rory O’Driscoll

Something's broken in the way that we're evolving as humans if everything ultimately reduces to what's in it for me.

Jason Lemkin

Once you're not playing a multi-period game, and when someone offer you $3.5 billion, you're no longer playing a multi-period game. You're playing a one and done, right? You're gonna get bad human behavior.

Rory O’Driscoll

Polymarket was founded by a solo founder in his toilet during lockdown.

Jason Lemkin

Everything in life you can price as an option.

Rory O’Driscoll

Valuing asset managers (AUM % vs revenue multiples)Secondaries and fund-of-funds as scalable, sellable platformsAI talent raids, acqui-hire dynamics, and moral hazardFounder/co-founder vesting, cliffs, repurchase rights, non-compete riskSoftBank leverage, Arm collateral, and AI capital formationAI compute demand vs ROI constraints; scaling laws and token consumptionPortfolio concentration, follow-on discipline, and option-value framingPrediction markets as regulatory arbitrage; limits of “kingmaking”

High quality AI-generated summary created from speaker-labeled transcript.

Get more out of YouTube videos.

High quality summaries for YouTube videos. Accurate transcripts to search & find moments. Powered by ChatGPT & Claude AI.