The Twenty Minute VC (20VC)
The Twenty Minute VC (20VC)

20VC: Why the IPO Market is not Closed | Why Revenue Multiples are BS and Founders Need to Change | Advice From Jack Ma, Jamie Dimon and Evan Spiegel | Lessons from Taking Snap & Alibaba Public with Imran Khan

Imran Khan is the OG of IPOs having taken some of the biggest companies public including Alibaba, Snap, Box, Weibo and more. Today, Imran is the founder and Chief Investment Officer of Proem Asset Management. Prior to co-founding Proem, Imran served as Snap Inc.'s Chief Strategy Officer. Under

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Episode Summary

Executive Summary: Imran Khan argues that IPO and M&A “windows” are not truly closed; rather, founders and sellers are mispriced relative to public markets. He advocates earlier IPOs, simpler stories, and valuation discipline, while criticizing overreliance on private markets, low liquidity, and regulatory overreach. He also discusses Snap, Alibaba, AI capex, and why public markets still reward great execution and adaptation.

Main Topics: Why the IPO market is not really closed: Khan says the bottleneck is not access to public markets but unrealistic seller expectations after the low-rate era inflated private valuations. Public-market multiples, he argues, have normalized and founders must reset. Public vs. private market tradeoffs: He argues public markets provide discipline, daily feedback, better governance, and liquidity, while excessive private-market growth creates illiquidity and hides underperformance. Valuation, revenue multiples, and quality of business economics: Khan dismisses revenue multiples as a blunt tool and emphasizes growth rate, gross margins, and eventual earnings power as the real drivers of value. M&A slowdown and seller expectations: He says M&A is also constrained by valuation mismatch, not just regulation, though he criticizes Lina Khan and over-regulation as harmful to entrepreneurship. How IPO pricing and bookbuilding actually work: He explains roadshows, demand discovery, allocation concentration, lockups, and why leaving some upside on the table can build durable relationships with public investors. Case studies: Alibaba and Snap: He uses Alibaba and Snap to show how simple messaging, strong founders, and early public-market access can produce major value creation despite volatility. AI, capex, and the next productivity cycle: He views AI as a productivity-shifting technology analogous to the internet, but warns that incumbent capex could outpace near-term revenue if demand normalizes.

Key Arguments: The IPO market is not closed; many companies simply refuse to price realistically after private-market valuations inflated during 2020-2021. Founders should focus on building businesses, not obsessing over IPO price; valuation is a snapshot, while long-term cash flow creates value. Public markets can make companies stronger through scrutiny, feedback, and forced operational discipline. Revenue multiple is only meaningful as a shortcut for expected earnings power; by itself it is not a fundamental valuation metric. Low gross-margin businesses deserve lower multiples because margin expansion is difficult, while high-gross-margin software can justify higher valuations. Too much capital flowed into private markets, which reduced returns, increased illiquidity, and created permanent capital losses that allocators have not fully recognized. Companies should go public earlier when appropriate because liquidity, transparency, and market feedback are beneficial for employees, founders, and investors. M&A is constrained by a mix of regulation and valuation mismatch; large public companies cannot rationally pay private-market-style premiums. Leaving some money on the table in an IPO can be rational because it creates goodwill and helps attract stable aftermarket demand. Great CEOs simplify their story, understand customers deeply, and have the conviction and pain tolerance to endure volatility. AI may generate large economic value through productivity gains, but incumbents risk overbuilding capex if demand weakens later.

Data Points: Snap annual revenue run rate: $1.6 billion - Khan says Snap’s revenue grew from zero to a $1.6B annual run rate in under four years under his leadership Snap revenue starting point: 0 - He cites starting from zero revenue before scaling Alibaba investment into Snapchat: $200 million - He led Alibaba’s investment into Snapchat Timeline to scale Snap: < 4 years - Snap’s revenue ramp from zero to $1.6B annual run rate Standard IPO lockup: 180 days - He describes the typical lockup period used to manage supply and season the market IPO roadshow meetings: ~60 meetings - He says a typical roadshow involves about 60 meetings Good IPO conversion rate: ~90% - He says strong IPOs convert roughly 90% of 1:1 meetings into orders Poor IPO conversion threshold: <50% - He says if conversion falls below 50%, an IPO is hard to execute Public market price multiple example: 20-25x earnings - He contrasts public-market earnings multiples with private-market revenue multiples Private-market revenue multiple example: 50x revenue - He argues some private companies seek IPO valuations around this level, which he says is unjustified Alibaba buyback from Yahoo: 20% stake - He helped structure Alibaba’s buyback of Yahoo’s stake Alibaba buyback cash raised: $8 billion - He says the transaction raised about $8B Alibaba buyback valuation: $14.40/share and ~$40 billion valuation - He cites the buyback pricing and implied company value Alibaba offering size: $25 billion - He references the size of the public IPO around the buyback structure Facebook IPO decline: 40% - He says Facebook stock fell roughly 40% after IPO, influencing investor caution in later private financings Google IPO era capex debate: High capex vs. Yahoo’s higher cash flow - He cites investor criticism of Google’s heavy spending before long-term payoff became clear US GDP example: $25-30 trillion - He uses this to illustrate how 5% productivity improvement could create massive economic value Productivity gain example: 5% = $1.5 trillion - He says a 5% productivity gain on US GDP would create about $1.5T in value Snap revenue milestones: $2-3M in 2014; $50M in 2015; $400M annualized in 2016 - He describes early Snap revenue acceleration Google IPO analyst meeting: 20 analysts - He recalls meeting Larry Page, Sergey Brin, and Eric Schmidt during Google’s IPO process

Pivotal Quotes: "I don't think the IPO market is closed. I think the issue is companies don't want to go public because their expectations are too high." — Imran Khan: Opening response on why IPO activity has slowed "Revenue multiple is a BS multiple, right? Why would somebody give a shit about revenue multiple?" — Imran Khan: His critique of simplistic valuation framing "The market likes to make fool of the greatest number of people." — Imran Khan: Quick-fire response on contrarian investing and consensus

Implications: For founders and investors, the message is to reset valuation expectations, prioritize durable business quality, and use public markets for discipline and liquidity. For the industry, slower private-market re-rating may force better capital allocation and more realistic IPO/M&A behavior.

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