Legora

Who Wins in the Next Decade of VC | Margin and Price Matter Less in a World of AI | Sameer Dholakia

Oct 19, 2026 · 1:19:51

20VC's Harry Stebbings hosts Bessemer partner Sameer Dholakia, who argues AI is a bigger supercycle than cloud and the internet, with intelligence a bigger market than oil. He recounts Bessemer's Anthropic Series D at $15B pre-money—the firm's lowest-voted deal ever—plus bull cases for Legora at $1.8B and Fireworks at $250B, holding that open and closed models both win. He contends capital is a moat, T2D3 growth is no longer enough, and defends 10-15x NTM entry multiples. He explains Bessemer's new $5.75B funds ($1.75B seed, $4B growth), why 5x returns remain possible, and why venture is splitting into mega-platforms or specialists. He predicts companies will stay private longer with an IPO unlock next year and in 2028, and credits SendGrid's 'teammates beat colleagues' culture.

Menlo’s Venky Ganesan on Going All-In on AI, Anthropic & Why Venture Has Changed Forever

Oct 5, 2026 · 1:11:15

Venky Ganesan, Partner at Menlo Ventures, says venture has fundamentally changed and Menlo is 'going for broke' to back the era's defining AI companies. He recounts a 90% loss on AvenX that taught him to take chips off the table, and calls seed an option bet where Menlo is 'somewhat indifferent' to price to win a seat. He warns measured metrics get gamed, cycles crack through debt defaults, and calls passing a $50,000 Facebook check via Sean Parker his costliest miss. Ownership still matters — Menlo owns under 2% of Anthropic yet put 20% of a fund in it — and he assumes 60% dilution, saying IRR must beat the Mag Seven by 1,000 basis points. He backs partial sells to stay long, prefers capital allocation to product vision at scale, and tells LPs to judge the windshield, not the rearview mirror.

Meta's Muse Hits #1 | Menlo Sounds the AI Bubble Alarm | Keith Rabois vs Airwallex: Who is Right?

Sep 24, 2026 · 1:20:44

Harry Stebbings, Jason Lemkin and Rory O'Driscoll argue Meta's Muse hitting #1 is the first true ChatGPT competitor and a Trojan horse that added $100 billion to Meta's market cap, and that Anthropic's delayed $2 trillion IPO is a bet on a cleaner Q4 story, not a cracking market. They break down OpenAI's $278 billion burn and $700 billion of CapEx, argue Jev's $40 million seed shows 20% of a $100 billion LLM spend will leak to cheaper classifiers, and predict agentic commerce will maim Amazon while benefiting Shopify. They debate disappearing traditional seed rounds, FOMO-driven checks and what LPs should back today. They approve Factory at $5 billion — coding is the motherlode — pass on Crusoe at $30.9 billion, and side against Keith Rabois in his Airwallex fight, urging founders to build an army of advocates.

Jensen Huang Declares AGI Has Arrived | Tesla Launches Cybercabs | Index Pulls Out of Town

Sep 10, 2026 · 1:22:31

Rory O'Driscoll of Scale and Jason Lemkin tell Harry Stebbings that Jensen Huang's AGI declaration is a 'bullshit term' since only coding matters, while the AI assistant race between Instinct, Grok Bot and Meta hinges on distribution. They debate whether legal AI firms Harvey and Legora can match coding AI — Rory pegs legal's AI take at 10–15% versus 30–50% in coding — and warn goal-seeking agents, as in OpenAI's undisclosed DSC Wiki incident, pose a cybersecurity crisis. They assess Tesla's Cybercab as a Waymo rival, Index exiting Town's round after Instinct objected, and Anthropic abandoning its $6 billion Descartes deal. They close on Robinhood underwriting Aura's IPO, Wonderful's $5 billion raise with $170 million in secondary, and Thinking Machines' $40 billion valuation.