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Timestamps are as accurate as they can be but may be slightly off. We encourage you to listen to the full context.
This episode of 20VC brings together Harry Stebbings, Jason Lemkin, and Rory O'Driscoll for what they call "the spiciest show we've ever done," diving deep into the biggest tech deals and valuations of late 2024. The discussion kicks off with SpaceX's massive $800 billion valuation through secondary sales, then moves through major M&A moves like Netflix's potential acquisition of Warner Brothers for $82.7 billion. (03:46) The conversation covers everything from Tiger's downsized $2.2 billion fund strategy to Harvey's $160 million raise at an $8 billion valuation, while exploring whether LLMs will kill the app layer and examining the controversial Airwallex funding round amid geopolitical concerns.
Host of the 20VC podcast, one of the world's leading venture capital and startup podcasts. Harry is also a venture capitalist and has built a significant media presence in the tech ecosystem, interviewing top VCs, founders, and industry leaders while providing commentary on major tech trends and deals.
Founder and Managing Director at SaaStr, one of the largest SaaS communities and conferences in the world. Jason is a seasoned entrepreneur and investor who previously founded EchoSign (acquired by Adobe) and has extensive experience in B2B software investing and company building.
Partner at Scale Venture Partners, where he focuses on growth-stage investments in enterprise software companies. Rory has extensive experience in venture capital and has been involved in numerous successful investments in the B2B software space, bringing both operational and investment expertise to high-growth companies.
The hosts emphasize that every time private market valuations have come into contact with public market valuations in 2024, "private market valuations were found wanting." (08:16) With SpaceX at $800 billion (40x revenue) and similar high multiples across the board, there's significant valuation risk. Jason notes that while these might be amazing companies, "it is possible to lose money on a great company" when paying premium prices. The key insight is that late-stage investors are essentially only running valuation risk at these levels, as operational and market risks are largely eliminated for proven companies.
The panel predicts that 2026 could deliver unprecedented IPO returns with SpaceX ($800B), Anthropic ($400B), and Databricks ($200B) potentially going public. (10:40) This would represent $1.4 trillion in market cap and approximately $700 billion returned to VCs - potentially 20% of the total private venture market value. Jason emphasizes that "it only takes one or two of the top of the power law to go public to dwarf 10 little $2 billion IPOs," highlighting how power law dynamics will drive returns.
When analyzing Harvey's $160M round at $8B valuation, Jason argues that if revenue growth is durable (Harvey went from $50M to $150M ARR), "you just do the deal." (41:42) The discussion reveals that with 300% growth and 98% gross dollar retention, the math works even at premium valuations. The key takeaway is that in high-growth AI companies, focusing on growth durability rather than getting lost in valuation minutiae often leads to better investment decisions.
The hosts debate whether LLMs will kill application companies, with differing views on defensibility. Rory argues that "the moat, the skill is in the GTM and the implementation," while Jason worries about model improvements making current apps obsolete. (50:18) The critical insight is that apps winning through deep workflow integration and customer implementation (like Harvey with major law firms) have stronger defensibility than those competing purely on model performance.
The Airwallex discussion reveals how geopolitical considerations are creating valuation discounts. Despite similar metrics to Ramp, Airwallex trades at 8x revenue versus Ramp's much higher multiple, largely due to an "Asia discount." (71:15) Rory notes this represents a "gradual unwinding of globalization" where companies with Chinese engineering talent or data centers face additional due diligence and potential customer concerns, requiring strategic adjustments to maximize valuation.