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HOME/PITCHBOOK NEWS/OpenAI's trillion-dollar wait
NEWS
// NEWSLETTER ISSUE
PITCHBOOK NEWS

OpenAI's trillion-dollar wait

DATE July 14, 2026SOURCE PITCHBOOK NEWSPARTICIPANTS PITCHBOOK NEWS
// KEY TAKEAWAYS5 ITEMS
  1. 01OpenAI's Valuation Is Built on a Fragile Premium Multiple
  2. 02AI Infrastructure Buildout Is Driving a Capital Rotation Into Physical-World Industries
  3. 03Private Capital's Rush Into Professional Sports Is Accelerating
  4. 04Private Credit Liquidity Is Constrained, With Strategic Buyers Filling the Exit Gap
  5. 05European M&A Is Outperforming North America
In this episode
// SUMMARY

1. Key Themes

OpenAI's Valuation Is Built on a Fragile Premium Multiple

OpenAI's potential IPO delay to 2027 signals that its leadership doesn't believe it can currently justify its $1 trillion target valuation. The math only works if investors continue applying OpenAI's rich private-market multiple.

"OpenAI has been priced too richly for its quality: $188 billion per point of business quality, giving it a 60% premium over Anthropic's $118 billion, according to our AI Business Quality framework."

"The math would only be in OpenAI's favor if investors continue to give it credit for its premium multiple. Measured like Anthropic, it's a long way off."


AI Infrastructure Buildout Is Driving a Capital Rotation Into Physical-World Industries

Investor capital is flowing not just into AI software but into the physical infrastructure enabling it — semiconductors, energy, manufacturing, and logistics — at record levels.

"As demand for computing power, energy capacity, and industrial capability rises, investors are directing more capital toward the physical-world industries that can make that growth possible. In 2025, expansion-stage deal value across four foundational sectors climbed to record levels."


Private Capital's Rush Into Professional Sports Is Accelerating

Policy changes by the NFL and other leagues have unlocked a flood of PE and VC capital into team ownership, driving record valuations.

"The valuations of teams have skyrocketed as the NFL and other US pro sports leagues have made it easier to take in outside capital."

"Overall, 75 US pro sports teams valued at a cumulative $283.1 billion have taken private market money. There were seven such deals last year, according to PitchBook data, up from two in 2024 and eclipsing 2023's tally of four."


Private Credit Liquidity Is Constrained, With Strategic Buyers Filling the Exit Gap

As PE exits decline, private credit lenders are increasingly relying on strategic (corporate) acquirers rather than traditional PE-to-PE or IPO exits to generate liquidity.

"The private credit market is eager for liquidity as PE exits plunge. An increasing number of borrower sales are related to strategic buyers, Morningstar DBRS data shows."

"The backlog of retail investors' private credit redemptions will take at least 2-3 years to clear."


European M&A Is Outperforming North America

Despite a globally soft M&A environment and ECB rate activity, European deal volume held up in Q2 while North America weakened — a notable geographic divergence.

"European M&A held up far better than North America in Q2, with deal count rising by a modest 0.9% even as the European Central Bank boosted interest rates."


2. Contrarian Perspectives

Anthropic — Not OpenAI — Is the Higher-Quality AI Business

The prevailing narrative treats OpenAI as the dominant AI company, but PitchBook's analysis argues Anthropic has superior business quality once you normalize revenue calculations.

"About $340B of OpenAI's $852B valuation derives from the higher multiple, which itself is an accounting quirk from the two companies' different revenue calculations. Put both on the same basis and most of the spread dissolves, leaving Anthropic with the higher quality business, according to the AIBQ framework."

"This would make it the first indication by the company that it's lagging behind its main rival, Anthropic — and a confirmation of PitchBook's initial analysis of the two companies."


OpenAI's IPO Delay Is a Self-Indictment, Not a Strategic Choice

Delaying an IPO is often framed as a deliberate capital strategy; here, PitchBook frames it as a signal that the company's own leadership doubts it can clear its valuation target — and that staying private comes at enormous cost.

"That deliberation is a price signal that its leadership doubts it can clear the target today."

"Waiting would also come at a cost. Based on OpenAI's own projections, cumulative cash burn runs to a total of roughly $115 billion through 2029."


Retail Private Credit Redemption Backlogs Are Massively Understated by Managers

Fund managers have publicly underplayed how long it will take to clear retail investor redemption queues in private credit — with the real timeline significantly longer than communicated.

"The backlog of retail investors' private credit redemptions will take at least 2-3 years to clear. Veteran private markets investor Mark Goldberg explains why manager messaging has understated the timeline and what he believes sponsors need to do about it."


3. Companies Identified

OpenAI

  • Description: Leading AI research and product company
  • Why mentioned: Reportedly considering delaying its $1 trillion IPO to 2027; flagged as overvalued relative to Anthropic on a quality-adjusted basis
  • Quote: "OpenAI has been priced too richly for its quality: $188 billion per point of business quality, giving it a 60% premium over Anthropic's $118 billion."

Anthropic

  • Description: AI safety-focused large language model company
  • Why mentioned: Named as OpenAI's primary competitor; identified as the higher-quality business by PitchBook's AIBQ framework
  • Quote: "Put both on the same basis and most of the spread dissolves, leaving Anthropic with the higher quality business."

Helsing

  • Description: Munich-based defense AI startup
  • Why mentioned: Raised a $1.8B Series E at an $18B valuation from Dragoneer, Lightspeed, and General Catalyst
  • Quote: "Munich-based defense startup Helsing secured a $1.8 billion Series E from investors including Dragoneer Investment Group, Lightspeed and General Catalyst at an $18 billion valuation."

Valarian

  • Description: London-based AI and data infrastructure software for governments
  • Why mentioned: Raised a $50M Series A led by NEA — notable niche at the intersection of govtech and AI infrastructure
  • Quote: "Valarian, a London-based startup developing AI and data infrastructure software for governments, raised a $50 million Series A led by NEA."

Augmodo

  • Description: Seattle-based AI-powered wearable devices for warehouses and logistics
  • Why mentioned: Raised $21M at a $350M valuation — notable AI-physical world convergence play
  • Quote: "Seattle-based Augmodo, which makes AI-powered wearable devices for warehouses, facility maintenance and delivery operations, raised $21 million led by TQ Ventures, valuing the company at $350 million."

Williams (NYSE)

  • Description: NYSE-listed energy infrastructure company
  • Why mentioned: Blackstone led a $5.34B investment for a minority stake — largest single deal in the issue
  • Quote: "A group of investors led by Blackstone invested $5.34 billion and acquired a minority stake in Williams, a NYSE-listed energy infrastructure company."

DP World

  • Description: Dubai-based global port operator
  • Why mentioned: Building a new port to bypass the Strait of Hormuz as daily ship traffic collapses from 135 to under 40 vessels
  • Quote: "Dubai is done dealing with the Strait of Hormuz. DP World plans to build a port on the UAE's east coast, sidestepping the strait, where daily ship traffic has collapsed from 135 to under 40."

UMag Solutions

  • Description: Danish defense technology company specializing in drone-based subsurface threat detection
  • Why mentioned: Acquired by Bridgepoint — signals PE interest in European defense tech
  • Quote: "Bridgepoint agreed to acquire a majority stake in UMag Solutions, a Danish defense technology company specializing in drone-based subsurface threat detection."

Tailored Brands (Men's Wearhouse)

  • Description: Apparel retailer backed by Silver Point Capital
  • Why mentioned: Filed for IPO — a notable PE-backed retail IPO attempt
  • Quote: "Men's Wearhouse parent Tailored Brands, which is backed by Silver Point Capital, filed for an IPO."

Munich Electrification

  • Description: German provider of battery management systems and software for electric mobility and energy storage
  • Why mentioned: Acquired by Ardian — clean energy infrastructure PE play
  • Quote: "Ardian is acquiring a majority stake in Munich Electrification, a German provider of battery management systems and software for electric mobility and energy storage."

Segafredo Zanetti

  • Description: Italy-based coffee producer
  • Why mentioned: Attracting interest from BC Partners, CVC Capital Partners, and Bain Capital for acquisition
  • Quote: "BC Partners, CVC Capital Partners and Bain Capital are among PE firms interested in an acquisition of Italy-based coffee producer Segafredo Zanetti."

4. People Identified

Harrison Rolfes

  • Description: Senior Research Analyst, PitchBook
  • Why mentioned: Author of the OpenAI/Anthropic valuation analysis using PitchBook's AI Business Quality framework
  • Quote: "OpenAI is reportedly considering delaying its $1 trillion IPO to 2027—and that deliberation is a price signal that its leadership doubts it can clear the target today."

Vinod Khosla

  • Description: Founder of Khosla Ventures, legendary Silicon Valley VC
  • Why mentioned: His family purchased the Seattle Seahawks for a record $9.6 billion, marking the largest NFL team sale ever
  • Quote: "Both private equity firms and deep-pocketed individuals continue to snap up stakes in professional sports teams—with the most recent being Vinod Khosla's family purchasing the Seattle Seahawks for a record $9.6 billion."

Josh Harris

  • Description: Co-founder of Apollo Global Management
  • Why mentioned: Set the prior NFL valuation record with the $6.05B Washington Commanders purchase in 2023, now eclipsed by the Seahawks deal
  • Quote: "The previous valuation record for an NFL team was set in 2023, when a group led by Apollo Global Management co-founder Josh Harris bought the Washington Commanders for $6.05 billion."

Mark Goldberg

  • Description: Veteran private markets investor
  • Why mentioned: Warned that retail private credit redemption backlogs will take 2-3 years to clear and that sponsor communications have understated the timeline
  • Quote: "Veteran private markets investor Mark Goldberg explains why manager messaging has understated the timeline and what he believes sponsors need to do about it."

Ashton Kutcher

  • Description: Actor and venture investor
  • Why mentioned: His VC firm Decimal Capital is seeking to raise $500M for its debut fund
  • Quote: "Ashton Kutcher's VC firm Decimal Capital is seeking to raise $500 million for their debut fund."

5. Operating Insights

Use Multiple Normalization Before Benchmarking AI Competitors

When evaluating AI companies against each other, revenue calculation methodology can artificially inflate or compress apparent valuation spreads. Operators and investors should demand apples-to-apples revenue comparisons before drawing conclusions about relative quality or pricing.

"About $340B of OpenAI's $852B valuation derives from the higher multiple, which itself is an accounting quirk from the two companies' different revenue calculations. Put both on the same basis and most of the spread dissolves."


Strategic Buyers Are Becoming the Primary Exit Path for Private Credit — Plan Accordingly

With PE-to-PE and IPO exits stalled, private credit portfolio companies should proactively cultivate strategic acquirer relationships as the most realistic near-term liquidity event. Sponsors need to adapt their exit sequencing.

"The private credit market is eager for liquidity as PE exits plunge. An increasing number of borrower sales are related to strategic buyers, Morningstar DBRS data shows."


Rural/Secondary Market Real Estate Is Being Revalued by Data Center Demand

Landowners and real estate investors in historically undervalued rural markets — particularly near power infrastructure — are seeing dramatic appreciation driven by data center developers.

"'For 50 years, your property values have not kept up with the rest of the country. And oh, how the pendulum has swung,' a land broker told 200 Pennsylvania families set to split $1.3 billion from data-center developers, months after 96 neighbors banked $586 million doing the same."


6. Overlooked Insights

Private Debt IRRs Just Hit a 20-Plus-Year High

Buried in the Chart of the Day section, private debt performance has reached a multi-decade peak — a signal that the asset class is delivering exceptional risk-adjusted returns at precisely the moment when retail redemption pressure and exit complexity are rising.

"Median private debt IRRs have generally climbed in recent years, only dipping slightly in 2023 before hitting a 20-plus-year high in 2024."


Chargeback Fraud Is a Growing Operational Risk for Retailers

Consumer card disputes hit 158 million in 2025, up 29% since 2021 — and a meaningful portion are not legitimate fraud claims but deliberate consumer behavior. This is a quiet but growing liability for any business with consumer-facing transactions.

"'It's not really, like, fraud.' Consumers filed 158 million card disputes in 2025, up 29% since 2021. Plenty aren't victims of real fraud, but are using the claims to get back at retailers."