| $20T | “20 trillion dollars” | Boland: US created $20T in decacorn value versus UK's $170B | Stan Boland | Apr 10, 2025 | Partly supported |
| $18T | “18 trillion dollars” | Bar: Federal Reserve research shows $18T in US B2B payments remain on paper checks | Matan Bar | Feb 11, 2021 | Partly supported |
| $18T | “18 trillion dollars” | Bar: B2B paper check volume will drop to zero within five years | Matan Bar | Feb 11, 2021 | Didn’t hold up |
| $16T | “16 trillion dollars” | Taneja: Retail investor capital pool totals $16 trillion | Hemant Taneja | Sep 22, 2025 | Supported |
| $10T | “10 trillion dollars” | Freise: Only 1% of $192T individual wealth is in alternatives | Philipp Freise | Jun 30, 2025 | Supported |
| $10T | “10 trillion dollars” | OpenAI or Anthropic Will Exceed $10 Trillion Valuation Within Five Years | Brendan Foody | Jun 1, 2026 | Open |
| $9T | “nine trillion dollars” | Cahn: AI will disrupt at least 5% of global GDP ($9T+) | David Cahn | Oct 27, 2025 | — |
| $8T | “eight trillion dollars” | Summers: US tax gap will reach $8 trillion over next decade | Larry Summers | Jun 12, 2023 | Partly supported |
| $6T | “six trillion dollars” | Rodrigues: Autonomous truck fleets could create $6 trillion in enterprise value | Alex Rodrigues | Jul 5, 2019 | — |
| $5T | “five trillion dollars” | Tech private markets have reached over $5 trillion in market capitalization | David George | Dec 15, 2025 | Supported |
| $5T | “five trillion dollars” | Feldman claims global software engineers represent a $5 trillion AI token market | Andrew Feldman | May 26, 2026 | Supported |
| $4T | “four trillion dollars” | Cahn: AI will disrupt at least 5% of global GDP ($9T+) | David Cahn | Oct 27, 2025 | — |
| $3.8T | “3.8 trillion dollars” | Rodrigues: Autonomous truck fleets could create $6 trillion in enterprise value | Alex Rodrigues | Jul 5, 2019 | — |
| $2.5T | “a half a trillion dollars” | O'Driscoll: Elon Musk is the only candidate for a $500B net worth | Rory O'Driscoll | May 29, 2025 | — |
| $2T | “two trillion dollars” | O'Driscoll: Elon Musk's death would instantly erase $2 trillion in market value | Rory O’Driscoll | Feb 5, 2026 | — |
| $2T | “two trillion dollars” | O'Driscoll: OpenAI Will Hit $1T-$2T Valuation via Subscriptions and Ads | Rory O'Driscoll | Aug 14, 2025 | Open |
| $2T | “two trillion dollars” | O'Driscoll: VCs must do hard operational work to resolve $2T backlog | Rory O'Driscoll | Apr 17, 2025 | — |
| $2T | “two trillion dollars” | O'Driscoll: Polymarket pricing gave SpaceX a 50-60% chance at $2T IPO | Rory O'Driscoll | Mar 26, 2026 | Supported |
| $2T | “two trillion dollars” | O'Driscoll: Power law dynamics make venture capital psychologically brutal | Rory O'Driscoll | Apr 9, 2026 | — |
| $2T | “two trillion dollars” | Perplexity reaching $2T is as hard as unfunded founder reaching $1B | Aravind Srinivas | Jun 15, 2026 | — |
| $1.8T | “1.8 trillion dollars” | Deliveroo's 12 markets represent a $1.8 trillion total addressable market | Will Shu | Oct 25, 2021 | Supported |
| $1.8T | “1.8 trillion dollars” | O'Driscoll: Stripe and PayPal Each Process $1.8 Trillion Annually | Rory O'Driscoll | Jul 23, 2026 | Supported |
| $1.5T | “half a trillion dollars” | O'Driscoll: AI CapEx spending will trigger a market scare within 2-3 years | Rory O'Driscoll | Jun 5, 2025 | — |
| $1.3T | “1.3 trillion dollars” | Galloway: Young Americans transfer $1.3T yearly to seniors via Social Security | Scott Galloway | Jul 7, 2025 | Supported |
| $1T | “a trillion dollars” | O'Driscoll: VC mega-funds cannot generate target returns without top outliers | Rory O'Driscoll | Jan 15, 2026 | — |
| $1T | “a trillion dollars” | Randle: OpenAI could raise at a $1T valuation next year | Everett Randle | Nov 10, 2025 | Open |
| $1T | “a trillion dollars” | David Cahn: AI Era Competition Will Prevent Monopoly Profits | David Cahn | Oct 27, 2025 | — |
| $1T | “a trillion dollars” | O'Driscoll: $1 trillion in AI capex is absurd and hard to cover | Rory O'Driscoll | Oct 2, 2025 | — |
| $1T | “a trillion dollars” | Bessemer Cloud 100 List Reaches $1 Trillion Aggregate Private Value | Byron Deeter | Aug 25, 2025 | Supported |
| $1T | “a trillion dollars” | Hyperscalers Will Invest $1T in CapEx From 2024 to 2027 | Miles Dieffenbach | Aug 4, 2025 | Supported |
| $1T | “a trillion dollars” | O'Driscoll: Pure developer tools cannot support a $1T valuation | Rory O'Driscoll | Jul 31, 2025 | — |
| $1T | “a trillion dollars” | O'Driscoll: Roughly $1 trillion in new value is created per decade | Rory O'Driscoll | May 8, 2025 | — |
| $1T | “a trillion dollars” | Lazarte: A Trillion-Dollar Company Will Be Founded Within Three Years | Victor Lazarte | Apr 14, 2025 | Open |
| $1T | “a trillion dollars” | Lazarte: US labor market spend is $10T versus $1T software market | Victor Lazarte | Apr 14, 2025 | Supported |
| $1T | “a trillion dollars” | Bravo: Every company is worth only its future cash flows | Orlando Bravo | Feb 6, 2023 | — |
| $1T | “a trillion dollars” | Clements: Public trillion-dollar market cap companies grew from zero to twelve | Miles Clements | Mar 9, 2026 | Partly supported |
| $1T | “a trillion dollars” | O'Driscoll: Nvidia's $1T soundbite merely matches analyst forecasts | Rory O'Driscoll | Mar 19, 2026 | Supported |
| $1T | “a trillion dollars” | Stebbings: Anthropic secondary market pricing has reached $1 trillion | Harry Stebbings | Apr 23, 2026 | Supported |
| $1T | “a trillion dollars” | O'Driscoll: Enterprise AI spend has established a $500BN-$1TN market size | Rory O'Driscoll | Jun 4, 2026 | — |
| $1T | “a trillion dollars” | O'Driscoll: Trillion-dollar prizes require capital, but over-raising kills billion-dollar exits | Rory O'Driscoll | Jul 9, 2026 | — |
| $1T | “a trillion dollars” | O'Driscoll: Protecting AI Frontier Models Harms Economy by Raising Intelligence Costs | Rory O'Driscoll | Jul 2, 2026 | — |
| $1T | “a trillion dollars” | Nikesh Arora: Financial markets will not fund another $100B compute capex cycle | Nikesh Arora | Jun 22, 2026 | Open |
| $1T | “a trillion dollars” | O'Driscoll: Buying back stock to offset employee share dilution is a bogus strategy | Rory O'Driscoll | May 21, 2026 | — |
| $1T | “a trillion dollars” | O'Driscoll: AI capex splits 50% to Nvidia, 20% to power and networking | Rory O'Driscoll | May 21, 2026 | Supported |
| $1T | “a trillion dollars” | Calacanis: Travis Kalanick Was Sued for $250B Over Scour | Jason Calacanis | Jun 1, 2015 | Supported |
| $1T | “a trillion dollars” | Srinivasan: Uber and Airbnb have created one trillion dollars in societal value | Balaji Srinivasan | Nov 25, 2016 | — |
| $1T | “a trillion dollars” | O'Driscoll: Founders claiming trillion-dollar TAMs lack macroeconomic understanding | Rory O'Driscoll | Nov 28, 2016 | — |
| $1T | “a trillion dollars” | Petersen: Massive Market Dollar Capture Outweighs Pure Software Gross Margins | Ryan Petersen | Dec 2, 2016 | — |
| $1T | “a trillion dollars” | Schlosser: Matching foreign healthcare efficiency would save the US $1 trillion annually | Mario Schlosser | Sep 22, 2017 | — |
| $1T | “a trillion dollars” | Prioritize feedback from micro-fund LPs over multi-asset mega-fund managers | Semil Shah | Oct 23, 2017 | — |
| $1T | “one trillion dollars” | Hans Tung: Chinese E-Commerce Hits $1T Annually vs. $500B+ in US | Hans Tung | Jan 8, 2018 | Supported |
| $1T | “a trillion dollars” | Marshall: Expanding market value of tech companies justifies venture capital mega-funds | Woody Marshall | Oct 8, 2018 | — |
| $1T | “a trillion dollars” | US government procurement spending is ten times Amazon's Gross Merchandise Volume | Ron Bouganim | Oct 29, 2018 | Contradicted |
| $1T | “a trillion dollars” | $1 trillion of enterprise software market cap is up for grabs | Arif Jan Mohamed | Oct 21, 2019 | — |
| $1T | “a trillion dollars” | Strange: US holds $1 trillion in total credit card debt | Angela Strange | Sep 8, 2020 | Supported |
| $1T | “a trillion dollars” | Gupta: Kraken generated $1.5B net revenue and $750B volume in 2024 | Mayur Gupta | Apr 25, 2025 | Partly supported |
| $1T | “a trillion dollars” | O'Driscoll: Massive AI infrastructure spending will require paying applications eventually | Rory O'Driscoll | Jul 23, 2026 | — |
| $900B | “nine hundred billion dollars” | O'Driscoll: AI infrastructure spend hits $900B while AI apps struggle past $50B | Rory O'Driscoll | Jul 23, 2026 | Partly supported |
| $800B | “eight hundred billion dollars” | $800B in Lost Wages Occurred as Women Exited the Workforce in 2021 | Maggie Hott | Dec 15, 2022 | Partly supported |
| $800B | “eight hundred billion dollars” | Top fintechs took $800 billion in market cap from banks in 2020 | Nick Shalek | Jul 26, 2021 | Supported |
| $780B | “seven hundred eighty billion dollars” | Lanng: Enterprise software spend grew to $780B while IT headcount doubled | Christian Lanng | Sep 27, 2023 | Partly supported |
| $700B | “seven hundred billion dollars” | Sean Flynn: Outstanding Consumer Credit Card Debt Exceeds $700 Billion | Sean Flynn | Jul 27, 2016 | Supported |
| $620B | “six hundred twenty billion dollars” | Dickson: FDIC reported $620B in unrealized US bank losses in Q4 2022 | Kris Dickson | Mar 13, 2023 | Supported |
| $600B | “six hundred billion dollars” | Rory O'Driscoll: AI App Revenue Maxes Out at $30B Against $600B CapEx | Rory O'Driscoll | Aug 7, 2025 | Partly supported |
| $600B | “six hundred billion dollars” | Brown: 40% of U.S. households hold $15,000 in credit card debt | Jason Brown | Apr 28, 2017 | Partly supported |
| $600B | “six hundred billion dollars” | Over $600B in LP capital is trapped inside private tech companies | Paul Hsiao | Apr 9, 2018 | Supported |
| $500B | “five hundred billion dollars” | O'Driscoll: Waymo at $110B is cheap compared to Tesla's $500B autonomous valuation | Rory O'Driscoll | Feb 5, 2026 | — |
| $500B | “five hundred billion dollars” | Stan Boland: UK tech sector will reach $500B valuation in 10 years | Stan Boland | Apr 10, 2025 | Held up |
| $500B | “five hundred billion dollars” | O'Driscoll: US software labor spend is roughly $500B annually | Rory O'Driscoll | Sep 3, 2026 | Supported |
| $470B | “four hundred seventy billion dollars” | Kyle Hill: Unpaid caregiving reaches $470B annually, matching Apple's market cap | Kyle Hill | Jul 15, 2016 | Supported |
| $400B | “four hundred billion dollars” | O'Driscoll: Enterprise AI revenue is $16B vs $400B in CapEx | Rory O'Driscoll | Dec 18, 2025 | Supported |
| $400B | “four hundred billion dollars” | O'Driscoll: AI model companies spend $300B to $400B on compute | Rory O'Driscoll | Oct 30, 2025 | Supported |
| $400B | “four hundred billion dollars” | Rory O'Driscoll: AI App Revenue Will Reach $300B–$400B in 10 Years | Rory O'Driscoll | Aug 7, 2025 | Open |
| $400B | “four hundred billion dollars” | O'Driscoll: Global AI CapEx has reached $300B to $400B annually | Rory O'Driscoll | Jul 3, 2025 | Supported |
| $400B | “four hundred billion dollars” | Marshall: Expanding market value of tech companies justifies venture capital mega-funds | Woody Marshall | Oct 8, 2018 | — |
| $400B | “four hundred billion dollars” | Global government IT spending tops $400 billion annually | Ron Bouganim | Oct 29, 2018 | Supported |
| $300B | “three hundred billion dollars” | O'Driscoll: OpenAI must hit $200B-$300B revenue or AI market faces severe crash | Rory O'Driscoll | Oct 2, 2025 | Open |
| $300B | “three hundred billion dollars” | O'Driscoll: Oracle reported $300B+ in remaining performance obligations | Rory O'Driscoll | Sep 18, 2025 | Supported |
| $300B | “three hundred billion dollars” | O'Driscoll: Oracle will not collect $300B from OpenAI in 5-6 years | Rory O'Driscoll | Sep 18, 2025 | Open |
| $300B | “three hundred billion dollars” | Benioff: Salesforce Market Cap Tripled to Mid-$300B in Two Years | Marc Benioff | Dec 9, 2024 | Open |
| $300B | “three hundred billion dollars” | O'Driscoll: OpenAI and Anthropic rely on $300B spent by other companies | Rory O'Driscoll | Jun 25, 2026 | — |
| $300B | “three hundred billion dollars” | Drury: Xero surpassed $200M ARR and 600,000 paying subscribers | Rod Drury | May 20, 2016 | — |
| $200B | “two hundred billion dollars” | Ed Sim: Global quarterly VC funding dropped from $200B to $73B | Ed Sim | Oct 27, 2023 | Supported |
| $200B | “two hundred billion dollars” | Mitchell Green: Lead Edge Capital bought ByteDance stock at a sub-$200B valuation | Mitchell Green | Mar 7, 2026 | — |
| $200B | “two hundred billion dollars” | Calacanis: Standalone Instagram and YouTube would be worth $150B–$200B | Jason Calacanis | Aug 14, 2017 | — |
| $200B | “two hundred billion dollars” | Left Lane Capital aims for 4x to 5x net MOIC across funds | Harley Miller | May 2, 2022 | — |
| $150B | “hundred fifty billion dollars” | Hower: $100M exits return seed funds but fail multi-stage fund thresholds | Lee Hower | Mar 8, 2017 | — |
| $129B | “a hundred twenty-nine billion dollars” | Dickson: Lehman Brothers Estate Distributed Over $129B by End of 2022 | Kris Dickson | Mar 13, 2023 | Supported |
| $100B | “a hundred Billion dollars” | O'Driscoll: Founders Fund's SpaceX deal will return $50B–$100B | Rory O'Driscoll | Dec 18, 2025 | Held up |
| $100B | “a hundred billion dollars” | Deeter: Top three LLM companies will raise $100B in six months | Byron Deeter | Aug 25, 2025 | Held up |
| $100B | “a hundred billion dollars” | Stebbings: Databricks is valued at $100B, surpassing Snowflake's market cap | Harry Stebbings | Aug 21, 2025 | Supported |
| $100B | “a hundred billion dollars” | Kant: $100B is merely the starting price to become an AI hyperscaler | Eiso Kant | Oct 7, 2024 | — |
| $100B | “a hundred billion dollars” | Zhang: A $100B Linktree Requires Becoming a Consumer-First Content Discovery Hub | Jiaona Zhang | May 17, 2024 | — |
| $100B | “a hundred billion dollars” | Stephens: Anduril Could Reach $100B With a Fraction of Lockheed's Revenue | Trae Stephens | Apr 3, 2024 | Open |
| $100B | “a hundred billion dollars” | Lonsdale: 8VC Identified 12 Sectors for $100B+ AI Service Displacement | Joe Lonsdale | Mar 11, 2024 | — |
| $100B | “a hundred billion dollars” | Roughly $100 billion in venture capital recently entered defense tech | Shyam Sankar | Jan 17, 2024 | Partly supported |
| $100B | “hundred billion dollars” | Babayigit: Japan's Pachinko industry generates more revenue than the Japanese auto industry | Akin Babayigit | Jun 26, 2023 | Contradicted |
| $100B | “a hundred billion dollars” | Mitchell Green: Doubling a $100B VC investment requires $25B in earnings | Mitchell Green | Mar 7, 2026 | — |
| $100B | “hundred billion dollars” | Hockey: Column will slowly reach $100M ARR but can hit $10B-$100B long-term | William Hockey | Dec 3, 2022 | — |
| $100B | “one hundred billion dollars” | Gary Vee would refuse $100 billion if forced to permanently retire | Gary Vaynerchuk | Jun 20, 2022 | — |
| $100B | “hundred billion dollars” | Nikesh Arora: Financial markets will not fund another $100B compute capex cycle | Nikesh Arora | Jun 22, 2026 | Open |
| $100B | “a hundred billion dollars” | Teare: Series A and B Face Severe Capital Shortage | Keith Teare | Apr 16, 2015 | Partly supported |
| $100B | “a hundred billion dollars” | Hannah: Betfair will process over $100B in bets in 2016 | Josh Hannah | Oct 3, 2016 | Didn’t hold up |
| $100B | “a hundred billion dollars” | Calacanis: Standalone Instagram and YouTube would be worth $150B–$200B | Jason Calacanis | Aug 14, 2017 | — |
| $100B | “a hundred billion dollars” | Elad Gil: SoftBank Has Had the Greatest Impact of All VC Mega Funds | Elad Gil | Jul 17, 2018 | — |
| $100B | “a hundred billion dollars” | Tisch: Tech companies are now entering public markets at $100B+ liquid valuations | David Tisch | May 4, 2021 | Supported |
| $100B | “a hundred billion dollars” | Claure: SoftBank disrupted venture capital just like Uber disrupted taxi drivers | Marcelo Claure | Aug 30, 2021 | — |
| $100B | “one hundred billion dollars” | Vaynerchuk would refuse $100 billion if it meant he had to retire | Gary Vaynerchuk | Oct 28, 2022 | — |
| $100B | “a hundred billion dollars” | O'Driscoll: AI infrastructure spend hits $900B while AI apps struggle past $50B | Rory O'Driscoll | Jul 23, 2026 | Partly supported |
| $100B | “a hundred billion dollars” | Angelopoulos: AI data market will reach $100B to $1T by 2030 | Anastasios Angelopoulos | Aug 2, 2026 | Open |
| $91B | “ninety-one billion dollars” | Dickson: SVB's $15B mark-to-market gap exceeded its Q4 market cap | Kris Dickson | Mar 13, 2023 | Supported |
| $90B | “ninety billion dollars” | Dickson: SVB invested over $90B in long-dated MBS | Kris Dickson | Mar 13, 2023 | Supported |
| $85B | “eighty five billion dollars” | Stebbings: Robinhood market cap grew from $35B to $85B in eight months | Harry Stebbings | Jul 14, 2025 | Supported |
| $80B | “eighty billion dollars” | Von Ahn: $80 billion is spent annually on language learning worldwide | Luis von Ahn | Oct 13, 2017 | Partly supported |
| $80B | “eighty billion dollars” | Stebbings: David Cohen's portfolio companies have created over $80B in value | Harry Stebbings | Feb 11, 2019 | Supported |
| $75B | “seventy five billion dollars” | Calacanis: Standalone Instagram and YouTube would be worth $150B–$200B | Jason Calacanis | Aug 14, 2017 | — |
| $70B | “seventy billion dollars” | O'Driscoll: Meta spending $70 billion on AI is inefficient | Rory O'Driscoll | Nov 6, 2025 | — |
| $70B | “seventy billion dollars” | Rick Yang: NEA calculated $70B in brokerage market cap ripe for disruption | Rick Yang | Jan 28, 2022 | — |
| $65B | “sixty five billion dollars” | Ross: Japan allocated $65 billion toward AI initiatives | Jonathan Ross | Sep 29, 2025 | Partly supported |
| $64B | “sixty four billion dollars” | Wallace: $64 billion was invested in proptech from 2016 to 2021 | Brendan Wallace | Feb 18, 2021 | Supported |
| $60B | “sixty billion dollars” | Case: AOL went public at a $70M valuation before peaking at $160B | Steve Case | Feb 18, 2019 | Partly supported |
| $60B | “sixty billion dollars” | Daher: The US SMB bookkeeping and accounting market is $60 billion annually | Wasim Daher | Aug 2, 2019 | — |
| $60B | “sixty billion dollars” | Jain: Uber estimated a $4.2B TAM initially, now handles nearly $60B | Gaurav Jain | Jan 6, 2020 | Supported |
| $60B | “sixty billion dollars” | Stebbings: Cursor just sold for $60 billion after only four years | Harry Stebbings | Aug 29, 2026 | Supported |
| $50B | “fifty billion dollars” | O'Driscoll: TSMC raising CapEx budget to $50B amid infinite AI demand | Rory O'Driscoll | Jan 29, 2026 | Partly supported |
| $50B | “fifty billion dollars” | Randle: First deal back at Kleiner Perkins was SpaceX at $150B | Everett Randle | Nov 10, 2025 | — |
| $50B | “fifty billion dollars” | O'Driscoll: Contact center labor spend ($150B+) dwarfs software spend ($15B) | Rory O'Driscoll | Jun 12, 2025 | Partly supported |
| $50B | “fifty billion dollars” | Cahn: Amazon Announced $50 Billion in New Data Centers | David Cahn | Aug 5, 2024 | Supported |
| $50B | “fifty billion dollars” | Franceschi: $50B+ in Brex spend was automatically compliant with policy | Pedro Franceschi | Jul 17, 2024 | — |
| $50B | “fifty billion dollars” | Lemkin: Salesforce lost $50 billion in market capitalization overnight | Jason Lemkin | Jun 3, 2024 | Supported |
| $50B | “fifty billion dollars” | Farquhar: Atlassian reached ~$4B revenue and $40B-$50B valuation in 2023 | Scott Farquhar | Oct 9, 2023 | Supported |
| $50B | “fifty billion dollars” | Reses: Yahoo Earned $50 Billion Through Renegotiated Alibaba Deal | Jackie Reses | Mar 31, 2023 | Supported |
| $50B | “fifty billion dollars” | Mitchell Green: Doubling a $100B VC investment requires $25B in earnings | Mitchell Green | Mar 7, 2026 | — |
| $50B | “fifty billion dollars” | In 2014, syndicates deployed $200M compared to $50B in traditional VC | Fabrice Grinda | Sep 16, 2015 | Supported |
| $50B | “fifty billion dollars” | US government IT spending exceeds the entire online advertising market | Ron Bouganim | Oct 29, 2018 | Partly supported |
| $50B | “fifty billion dollars” | Claure: SoftBank deploys $40B to $50B annually | Marcelo Claure | Aug 30, 2021 | — |
| $47B | “forty seven billion dollars” | Sela: US pizza industry grew to $47B with 4,800 net new independent shops in 2022 | Ilir Sela | Aug 4, 2023 | Supported |
| $46B | “forty six billion dollars” | Cognition Reportedly Raising at $46B Valuation With $1.6B Projected ARR | Harry Stebbings | Sep 3, 2026 | Open |
| $44B | “forty four billion dollars” | O'Driscoll: Bret Taylor Forced Elon Musk to Complete $44B Twitter Acquisition | Rory O'Driscoll | Oct 30, 2025 | Supported |
| $40B | “forty billion dollars” | Cahn: Building out one gigawatt of AI power costs $40B to $60B | David Cahn | Oct 27, 2025 | Supported |
| $40B | “forty billion dollars” | O'Driscoll: AI CapEx spend of $600B far outpaces $30B-$40B market revenue | Rory O'Driscoll | Sep 25, 2025 | Partly supported |
| $40B | “forty billion dollars” | Obrecht: Canva valuation dropped from $40B to $26B in 2022 | Cliff Obrecht | Sep 4, 2025 | — |
| $40B | “forty billion dollars” | O'Driscoll: A delayed Google IPO would have set a $140B exit benchmark | Rory O'Driscoll | May 22, 2025 | — |
| $40B | “forty billion dollars” | Arora: Masayoshi Son turned a $1 billion Vodafone deal into $40 billion | Nikesh Arora | May 20, 2024 | Supported |
| $40B | “forty billion dollars” | Dickson: SVB depositors tried to withdraw over $40B in one day | Kris Dickson | Mar 13, 2023 | Supported |
| $40B | “forty billion dollars” | Midha: AMP Is Securing 1.3 Gigawatts of Compute Infrastructure | Anjney Midha | Apr 14, 2026 | — |
| $40B | “forty billion dollars” | O'Driscoll: China represents 30% of market and $40B chip revenue for Nvidia | Rory O'Driscoll | Apr 23, 2026 | Partly supported |
| $40B | “forty billion dollars” | Underscore VC's inaugural fund is backed by a $40B+ LP base | Michael Skok | Sep 21, 2016 | Supported |
| $40B | “forty billion dollars” | Smith: Global first-and-last-mile transportation is a $40B market | Sarah Smith | Apr 29, 2019 | — |
| $35B | “thirty-five billion dollars” | Jason Lemkin: Thoma Bravo raised $35B fund for B2B acquisitions | Jason Lemkin | Jun 5, 2025 | Partly supported |
| $35B | “thirty-five billion dollars” | Stebbings: Portfolio enterprise value is a bullshit metric for VC funds | Harry Stebbings | Sep 6, 2023 | — |
| $35B | “thirty-five billion dollars” | Nubank's Growth to $35B Proves Initial Valuation Concerns Wrong | Angela Strange | Aug 19, 2021 | Supported |
| $32B | “thirty-two billion dollars” | Sandell: NEA's top growth basket returned 36% annually over a decade | Scott Sandell | Mar 11, 2021 | — |
| $32B | “thirty two billion dollars” | SoftBank acquired Arm for $32 billion in 2016 | Harry Stebbings | Sep 2, 2022 | Supported |
| $30B | “thirty billion dollars” | O'Driscoll: Musk Seeks $70B to $130B in OpenAI Equity Damages | Rory O'Driscoll | Jan 22, 2026 | Supported |
| $30B | “thirty billion dollars” | Rory O'Driscoll: AI App Revenue Maxes Out at $30B Against $600B CapEx | Rory O'Driscoll | Aug 7, 2025 | Partly supported |
| $30B | “thirty billion dollars” | Lemkin: Thoma Bravo generated $30 billion in distributions last year | Jason Lemkin | Jun 5, 2025 | Contradicted |
| $30B | “thirty billion dollars” | Villig: US ride-hailing rivals became bloated due to excess VC capital | Markus Villig | Nov 13, 2024 | — |
| $30B | “thirty billion dollars” | Stebbings: MITIMCo has over $30 billion in assets under management | Harry Stebbings | Jan 29, 2024 | Supported |
| $30B | “thirty billion dollars” | Kocher: HITECH Act drove 90% hospital and 80% doctor computer adoption | Bob Kocher | Sep 23, 2015 | Supported |
| $30B | “thirty billion dollars” | Cisco held $30 billion on its balance sheet during the 2008 crisis | Ellie Wheeler | Jan 27, 2016 | Supported |
| $30B | “thirty billion dollars” | Black female founders received just $250M of $130B US VC in 2018 | Arlan Hamilton | Oct 5, 2020 | Partly supported |
| $28B | “twenty eight billion dollars” | Stebbings: Cursor Is Raising Funding at Reported $28B Valuation | Harry Stebbings | Jul 3, 2025 | Supported |
| $25B | “twenty five billion dollars” | Only Two NYC Startups From the Last 30 Years Hit $25B | Kevin Ryan | Apr 10, 2024 | Supported |
| $25B | “twenty-five billion dollars” | Mitchell Green: Doubling a $100B VC investment requires $25B in earnings | Mitchell Green | Mar 7, 2026 | — |
| $25B | “twenty-five billion dollars” | Mohnot: Uber raised $25B in VC to reach a $50B enterprise value | Sheel Mohnot | Aug 15, 2022 | Partly supported |
| $25B | “twenty five billion dollars” | O'Driscoll: AI market blip within two years will enable major acquisitions | Rory O'Driscoll | Apr 16, 2026 | — |
| $25B | “twenty-five billion dollars” | Stebbings: Scale AI Will Reach $2 Billion in Revenue by Late 2025 | Harry Stebbings | Apr 11, 2025 | Partly supported |
| $24B | “twenty four billion dollars” | O'Driscoll: Musk's low cost of capital enables AI bets no one else can make | Rory O'Driscoll | Jun 18, 2026 | — |
| $23B | “twenty-three billion dollars” | NEA manages $23 billion in assets | Harry Stebbings | Mar 11, 2021 | Supported |
| $20B | “twenty billion dollars” | O'Driscoll: Startups shouldn't delay IPOs just to reach peak private valuations | Rory O'Driscoll | Sep 25, 2025 | — |
| $20B | “twenty billion dollars” | Emad Mostaque: Google spends $20 billion annually on artificial intelligence | Emad Mostaque | May 24, 2024 | — |
| $20B | “twenty billion dollars” | Mostaque: Google will spend $20 billion annually on AI | Emad Mostaque | May 17, 2023 | Held up |
| $20B | “twenty billion dollars” | Martin Escobari: GA Portfolio Raised $20B Primary Capital in 2021 | Martin Escobari | Nov 11, 2022 | Supported |
| $20B | “twenty billion dollars” | Steckman: Anduril's $20B government contract contains no upfront obligated funds | Matthew Steckman | Mar 23, 2026 | Supported |
| $20B | “twenty billion dollars” | Jake Paul: Anti Fund Aims to Manage $10B to $20B Eventually | Jake Paul | Apr 18, 2026 | Open |
| $20B | “twenty billion dollars” | O'Driscoll: Apple pays Google $1B for Gemini while receiving $20B for search | Rory O'Driscoll | Jun 11, 2026 | Supported |
| $20B | “twenty billion dollars” | Stebbings: Bending Spoons filing US IPO at $20B valuation | Harry Stebbings | Jun 11, 2026 | Supported |
| $20B | “twenty billion dollars” | Gautam Gupta: Top 20 CPG companies lost $20B market share since 2014 | Gautam Gupta | Feb 10, 2017 | Supported |
| $20B | “twenty billion dollars” | Enterprise software companies can now reach $10B to $20B valuations | Arif Jan Mohamed | Oct 21, 2019 | — |
| $20B | “twenty billion dollars” | Insight Partners raised a $20 billion fund in early 2022 | Harry Stebbings | Mar 28, 2022 | Supported |
| $20B | “twenty billion dollars” | Emad Mostaque: Google Spends $20 Billion per Year on AI | Emad Mostaque | Sep 15, 2023 | — |
| $20B | “twenty billion dollars” | Stebbings backed Mercor at a $2B-$3B valuation but passed at $20B | Harry Stebbings | Aug 29, 2026 | — |
| $15B | “fifteen billion dollars” | O'Driscoll: SpaceX Valued Over 40x Run Rate at $15B Revenue | Rory O'Driscoll | Dec 11, 2025 | Partly supported |
| $15B | “fifteen billion dollars” | Stebbings: On Holding reached $4B in sales with 61.5% gross margins | Harry Stebbings | Aug 21, 2025 | Partly supported |
| $15B | “fifteen billion dollars” | O'Driscoll: Accel likely generated a $2 billion gain on Scale AI | Rory O'Driscoll | Jun 26, 2025 | Supported |
| $15B | “fifteen billion dollars” | US pet services is a fragmented $15B market with no dominant player | Aaron Hirschhorn | May 13, 2016 | Contradicted |
| $15B | “fifteen billion dollars” | Krim: 20 Million Americans Will Buy $15B in Mattresses in 2018 | Philip Krim | Aug 31, 2018 | Supported |
| $15B | “fifteen billion dollars” | David Sacks: Top Startup Outcomes End Up 10x Larger Than Founders Expect | David Sacks | Jun 15, 2020 | — |
| $15B | “fifteen billion dollars” | Foroughi: AppLovin will clear over $15 billion in ad spend by 2022 | Adam Foroughi | Nov 29, 2021 | Didn’t hold up |
| $13.3B | “13.3 billion dollars” | OpenSea raised $423M total, reaching a $13.3B valuation in latest round | Harry Stebbings | Jan 14, 2022 | Supported |
| $12B | “twelve billion dollars” | Stebbings: Open Evidence raised at $12B valuation led by Thrive and DST | Harry Stebbings | Jan 29, 2026 | Supported |
| $12B | “twelve billion dollars” | Randle: Writing mega-growth checks prevents firms from staying focused on Series A | Everett Randle | Nov 10, 2025 | — |
| $12B | “twelve billion dollars” | O'Driscoll: xAI is at best fourth in LLMs while burning $12B yearly | Rory O'Driscoll | Apr 9, 2026 | — |
| $11B | “eleven billion dollars” | O'Driscoll: Chime's valuation is capped at $11B by US bank efficiency | Rory O'Driscoll | Aug 21, 2025 | — |
| $11B | “eleven billion dollars” | Stebbings: Holds significant Airtable equity after four portfolio company acquisitions | Harry Stebbings | Jul 3, 2025 | — |
| $11B | “eleven billion dollars” | Brown: Americans pay $11 billion annually in credit card late fees | Jason Brown | Apr 28, 2017 | Supported |
| $11B | “eleven billion dollars” | Tinder created over $11B in market value in under three years | Harry Stebbings | Jul 26, 2019 | Supported |
| $11B | “eleven billion dollars” | Claure: Sprint Cut $11B in Costs Under His Leadership | Marcelo Claure | Aug 30, 2021 | Contradicted |
| $10B | “ten billion dollars” | Andrew Ng: High capital efficiency hinders deploying billions in AI applications | Andrew Ng | Nov 17, 2025 | — |
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