| $20T | “20 trillion dollars” | Rey Flemings: FDIC holds just $130 billion to insure all U.S. deposits | Rey Flemings | Aug 22, 2023 | Supported |
| $1T | “a trillion dollars” | Flatt: Managing $1T prevents Brookfield from investing in small countries | Bruce Flatt | Apr 1, 2025 | — |
| $800B | “eight hundred billion dollars” | Jacobs: QXO will reach $50B by taking 6% market share | Brad Jacobs | Dec 24, 2024 | Open |
| $800B | “eight hundred billion dollars” | Valiante: Jeff Bezos created $800B in wealth for other people | Dr. Gio Valiante | Nov 14, 2023 | Supported |
| $800B | “eight hundred billion dollars” | Jacobs: QXO can reach $50B in revenue through acquisitions and organic growth | Brad Jacobs | Mar 19, 2024 | Open |
| $500B | “five hundred billion dollars” | Poilievre cites $500 billion net capital outflow to the US over decade | Pierre Poilievre | Apr 13, 2025 | Supported |
| $400B | “four hundred billion dollars” | Housel: Vanderbilt fortune reached $400B equivalent and was lost in three generations | Morgan Housel | May 28, 2024 | Contradicted |
| $100B | “a hundred billion dollars” | Housel: Americans spend roughly $100 billion annually on lottery tickets | Morgan Housel | Dec 24, 2024 | Supported |
| $100B | “a hundred billion dollars” | Housel: Americans Spend Roughly $100B Annually on Lottery Tickets | Morgan Housel | May 28, 2024 | Supported |
| $100B | “a hundred billion dollars” | Ackman: SoftBank's Mega-Funds Did a Massive Disservice to Startups and Markets | Bill Ackman | Apr 28, 2020 | — |
| $80B | “eighty billion dollars” | Garneau: CN and CP transport $280 billion in goods annually | Marc Garneau | Jul 2, 2017 | Supported |
| $70B | “seventy billion dollars” | Schwarzman: Blackstone flipped $70B in real estate in one month | Stephen Schwarzman | Nov 12, 2019 | Partly supported |
| $50B | “fifty billion dollars” | Jacobs: QXO will reach $50 billion by capturing 6% of distribution market | Brad Jacobs | Aug 4, 2026 | Open |
| $50B | “fifty billion dollars” | Jacobs: QXO will reach $50B by taking 6% market share | Brad Jacobs | Dec 24, 2024 | Open |
| $50B | “fifty billion dollars” | Jacobs: QXO can reach $50B in revenue through acquisitions and organic growth | Brad Jacobs | Mar 19, 2024 | Open |
| $35B | “thirty-five billion dollars” | MacAskill: Harvard and Stanford should spend their endowments rather than fundraising | William MacAskill | Jul 11, 2018 | — |
| $30B | “thirty billion dollars” | Poilievre: Northwest BC pipeline would generate $30B annually in exports | Pierre Poilievre | Dec 27, 2025 | — |
| $30B | “thirty billion dollars” | Rey Flemings: FDIC holds just $130 billion to insure all U.S. deposits | Rey Flemings | Aug 22, 2023 | Supported |
| $21B | “twenty-one billion dollars” | Poilievre: Canadian government spends $21B on consultants, double from 10 years ago | Pierre Poilievre | Apr 13, 2025 | Partly supported |
| $20B | “twenty billion dollars” | Evans: Big Tech capex reached $220B and will surpass $300B | Benedict Evans | Sep 2, 2025 | Supported |
| $15B | “fifteen billion dollars” | XPO turned a $3B Con-way acquisition into a $15B asset | Brad Jacobs | Aug 4, 2026 | Supported |
| $15B | “fifteen billion dollars” | Poilievre: Canada gave Stellantis $15B while Stellantis cut Canadian jobs | Pierre Poilievre | Dec 27, 2025 | Supported |
| $15B | “fifteen billion dollars” | XPO's Conway acquisition yielded $15B in value and $5B in cash | Brad Jacobs | Mar 19, 2024 | Supported |
| $12B | “twelve billion dollars” | Schwarzman: Hilton buyout made $12B, the largest profit in PE history | Stephen Schwarzman | Nov 12, 2019 | Supported |
| $10B | “ten billion dollars” | Hyundai Reached Over $10 Billion in Annual Sales by the Mid-1980s | Shane Parrish | May 19, 2026 | Supported |
| $8B | “eight billion dollars” | Poilievre Plans to Cut Canada's Foreign Aid Budget | Pierre Poilievre | Apr 13, 2025 | — |
| $7.8B | “7.8 billion dollars” | JAB acquired Panera Bread for $7.8 billion in a historic deal. | Ron Shaich | Nov 11, 2025 | Supported |
| $7B | “seven billion dollars” | Cava is arguably the most successful food service IPO in five years. | Ron Shaich | Nov 11, 2025 | Partly supported |
| $6B | “six billion dollars” | South Korea Spent Close to $6 Billion on the 1988 Summer Olympics | Shane Parrish | May 19, 2026 | Contradicted |
| $5B | “five billion dollars” | XPO turned a $3B Con-way acquisition into a $15B asset | Brad Jacobs | Aug 4, 2026 | Supported |
| $5B | “five billion dollars” | The Estée Lauder Companies reached over $5B in revenue by 2004 | Shane Parrish | Mar 11, 2025 | Supported |
| $5B | “five billion dollars” | XPO's Conway acquisition yielded $15B in value and $5B in cash | Brad Jacobs | Mar 19, 2024 | Supported |
| $4B | “four billion dollars” | Garry Tan: $4 billion currently funds AI safety organizations and think tanks | Garry Tan | Apr 29, 2025 | Contradicted |
| $4B | “four billion dollars” | Airbnb held $3 billion in cash against $4 billion in customer deposits | Alfred Lin | Jan 21, 2025 | Supported |
| $3B | “Three billion dollars” | XPO turned a $3B Con-way acquisition into a $15B asset | Brad Jacobs | Aug 4, 2026 | Supported |
| $3B | “three billion dollars” | Tan: Initialized Capital reached $3 billion in assets under management | Garry Tan | Apr 29, 2025 | Supported |
| $3B | “three billion dollars” | Airbnb held $3 billion in cash against $4 billion in customer deposits | Alfred Lin | Jan 21, 2025 | Supported |
| $3B | “Three billion dollars” | XPO's Conway acquisition yielded $15B in value and $5B in cash | Brad Jacobs | Mar 19, 2024 | Supported |
| $2.6B | “2.6 billion dollars” | Bill Ackman Turned $27 Million in CDS Premiums Into $2.6 Billion | Bill Ackman | Apr 28, 2020 | — |
| $2B | “two billion dollars” | Hyundai Earned $2B From Foreign Construction Projects in 1979 Alone | Shane Parrish | May 19, 2026 | Partly supported |
| $2B | “a A billion dollars” | Bernie Marcus Managed $1B in Merchandise at Two Guys by Age 28 | Shane Parrish | Dec 16, 2025 | Contradicted |
| $2B | “two billion dollars” | Home Depot Co-Founder Bernie Marcus Donated Over $2 Billion to Charity | Shane Parrish | Dec 16, 2025 | Supported |
| $2B | “two billion dollars” | Bragg: Family investment portfolio exceeds three billion dollars | John Bragg | Oct 1, 2024 | — |
| $2B | “two billion dollars” | Davis: Athletic Brewing is probably worth $1B to $2B | Christopher Davis | Mar 5, 2024 | Contradicted |
| $1.7B | “1.7 billion dollars” | Berkshire Hathaway acquired Clayton Homes for $1.7 billion in cash | Shane Parrish | Oct 21, 2025 | Supported |
| $1.6B | “1.6 billion dollars” | Zappos reached $1.6 billion in sales on just $10 million in equity | Alfred Lin | Jan 21, 2025 | Contradicted |
| $1.5B | “a half billion dollars” | Ford secured a $23.5 billion loan for restructuring and product development | Alan Mulally | Nov 1, 2022 | Supported |
| $1.3B | “1.3 billion dollars” | Mackey: Whole Foods generated $1.3B EBITDA when Jana Partners targeted company | John Mackey | Oct 29, 2024 | Supported |
| $1B | “one billion dollars” | Jacobs is investing $900M of his own money into QXO | Brad Jacobs | Aug 4, 2026 | — |
| $1B | “a billion dollars” | Parrish: Rockefeller Jr. distributed over $1B after leaving Standard Oil in 1910 | Shane Parrish | Jul 28, 2026 | Partly supported |
| $1B | “a billion dollars” | Harik: XPO spent nearly $1B acquiring 28 Yellow terminal properties | Mario Harik | Apr 14, 2026 | Supported |
| $1B | “a billion dollars” | Ogilvy Australia made only $350k on an idea that generated $1 billion | Rory Sutherland | Dec 9, 2025 | — |
| $1B | “one billion dollars” | Parrish: FedEx reached $1 billion revenue within 10 years without acquisitions | Shane Parrish | Sep 9, 2025 | Partly supported |
| $1B | “a billion dollars” | Warren Buffett's $10.6M Washington Post stake eventually surpassed $1B | Shane Parrish | Jul 29, 2025 | Supported |
| $1B | “a billion dollars” | Parrish: Apple Lost Over $1 Billion on Apple III, Subsidized by Apple II | Shane Parrish | Nov 4, 2025 | Partly supported |
| $1B | “one billion dollars” | Les Schwab crossed $1 billion in sales with 400 stores by 2000 | Shane Parrish | Jul 15, 2025 | Partly supported |
| $1B | “a billion dollars” | Tan: YC companies raise ~$1B yearly with a 1% acceptance rate | Garry Tan | Apr 29, 2025 | Supported |
| $1B | “a billion dollars” | Filterbuy will reach $1 billion in revenue within ten years | David Heacock | Feb 18, 2025 | Open |
| $1B | “a billion dollars” | Karr: Orbis invested about $1B into XPO after short report | Adam Carr | Nov 12, 2024 | — |
| $1B | “a billion dollars” | Bragg: Capital allocation is the single biggest factor in cable telecommunications | John Bragg | Oct 1, 2024 | — |
| $1B | “one billion dollars” | Jacobs is investing $900M of his personal capital into QXO | Brad Jacobs | Mar 19, 2024 | — |
| $1B | “a billion dollars” | Davis: Athletic Brewing is probably worth $1B to $2B | Christopher Davis | Mar 5, 2024 | Contradicted |
| $1B | “a billion dollars” | Greenblatt: A basket of 299 unprofitable billion-dollar companies gained over 100% | Joel Greenblatt | May 18, 2021 | Supported |
| $1B | “a billion dollars” | Godin: Harry Potter Succeeded by Targeting Precocious Twelve-Year-Olds, Not Everyone | Seth Godin | Feb 23, 2021 | — |
| $1B | “a billion dollars” | McLean: Enron's top 200 employees extracted $1 billion in options before bankruptcy | Bethany McLean | Jun 9, 2020 | Supported |
| $1B | “a billion dollars” | Wojcicki: Extreme Wealth Makes Forming Genuine Friendships Unusually Difficult | Esther Wojcicki | Mar 17, 2020 | — |
| $1B | “a billion dollars” | Maples: A $250K seed check in Airbnb would be worth $1B | Mike Maples Jr. | Mar 3, 2020 | — |
| $1B | “a billion dollars” | Wolfe: GM acquired Cruise for $1 billion within a year of funding | Josh Wolfe | Jan 22, 2019 | Partly supported |
| $1B | “a billion dollars” | Obesity and Diabetes Cost the US Healthcare System $1 Billion Daily | Gary Taubes | Nov 30, 2017 | Supported |
| $900M | “nine hundred million dollars” | Jacobs is investing $900M of his own money into QXO | Brad Jacobs | Aug 4, 2026 | — |
| $900M | “nine hundred million dollars” | Jacobs is investing $900M of his personal capital into QXO | Brad Jacobs | Mar 19, 2024 | — |
| $800M | “eight hundred million dollars” | Karp: Totino's generates close to $800M in annual revenue | Jason Karp | Apr 4, 2023 | Supported |
| $800M | “eight hundred million dollars” | Zurbuchen: Avoidable James Webb Space Telescope mistakes cost taxpayers $800 million | Dr. Thomas Zurbuchen | Apr 6, 2021 | Supported |
| $600M | “six hundred million dollars” | Zurbuchen: Avoidable James Webb Space Telescope mistakes cost taxpayers $800 million | Dr. Thomas Zurbuchen | Apr 6, 2021 | Supported |
| $550M | “five hundred fifty million dollars” | XPO turned a $3B Con-way acquisition into a $15B asset | Brad Jacobs | Aug 4, 2026 | Supported |
| $550M | “five hundred fifty million dollars” | Jacobs: XPO levered past 4x for Conway before $550M asset sale | Brad Jacobs | Mar 19, 2024 | Supported |
| $500M | “five hundred million dollars” | Rey Flemings: Extreme wealth milestones never feel sufficient due to constant comparison | Rey Flemings | Aug 22, 2023 | — |
| $500M | “five hundred million dollars” | Ackman: Pershing Square held $71B notional CDS hedge committing $500M annually | Bill Ackman | Apr 28, 2020 | — |
| $250M | “two hundred fifty million dollars” | Filterbuy will reach roughly $250 million in revenue in 2024 | David Heacock | Feb 18, 2025 | — |
| $100M | “hundred million dollars” | Jacobs is investing $900M of his own money into QXO | Brad Jacobs | Aug 4, 2026 | — |
| $100M | “a hundred million dollars” | Multiple Jacobs executives made tens of millions, and one made over $100M | Brad Jacobs | Aug 4, 2026 | — |
| $100M | “hundred million dollars” | Hetty Green Left a $100M Estate That Was Dispersed to Philanthropy | Shane Parrish | Oct 7, 2025 | Supported |
| $100M | “a hundred million dollars” | Finkelstein: AI will allow businesses to reach $100M GMV within three years | Harley Finkelstein | Jul 8, 2025 | — |
| $100M | “a hundred million dollars” | Garry Tan: Sub-15-person startups reaching $100M revenue will be common by 2027 | Garry Tan | Apr 29, 2025 | — |
| $100M | “a hundred million dollars” | Flatt: Managing $1T prevents Brookfield from investing in small countries | Bruce Flatt | Apr 1, 2025 | — |
| $100M | “A hundred million dollars” | Mackey: Whole Foods lost $100 million on dot-com investments | John Mackey | Oct 29, 2024 | Supported |
| $100M | “a hundred million dollars” | Rey Flemings: Extreme wealth milestones never feel sufficient due to constant comparison | Rey Flemings | Aug 22, 2023 | — |
| $100M | “hundred million dollars” | Jacobs is investing $900M of his personal capital into QXO | Brad Jacobs | Mar 19, 2024 | — |
| $100M | “a hundred million dollars” | One of Jacobs' senior executives earned over $100 million | Brad Jacobs | Mar 19, 2024 | — |
| $100M | “a hundred million dollars” | Creel: Bill Ackman offered $200M when asked for $100M in unplanned capex | Keith Creel | Nov 29, 2022 | — |
| $100M | “a hundred million dollars” | Sivers would immediately give away $100M because wealth distracts from learning | Derek Sivers | Jul 21, 2020 | — |
| $91M | “ninety-one million dollars” | Fred Smith Raised a Record $91 Million in Venture Capital | Shane Parrish | Sep 9, 2025 | Supported |
| $90M | “ninety million dollars” | Paribas gave Jacobs's early oil trading business a $1B credit line | Brad Jacobs | Aug 4, 2026 | — |
| $90M | “ninety million dollars” | Banque Paribas granted Jacobs a $1B credit line for oil trading | Brad Jacobs | Mar 19, 2024 | — |
| $81M | “eighty one million dollars” | Chung Ju-Yung Was Forced to Pay $181M in Government Back Taxes | Shane Parrish | May 19, 2026 | Supported |
| $80M | “eighty million dollars” | FedEx Acquired Flying Tigers for $880 Million in 1988 | Shane Parrish | Sep 9, 2025 | Partly supported |
| $75M | “seventy-five million dollars” | US cosmetics industry reached $75M by 1923, leaping 400% in a decade | Shane Parrish | Mar 11, 2025 | Supported |
| $70M | “seventy million dollars” | Harry Sonneborn turned $1,000 into $170 million in McDonald's real estate | Shane Parrish | Jan 27, 2026 | Supported |
| $70M | “seventy million dollars” | Filterbuy generated $70 million in revenue in 2019 | David Heacock | Feb 18, 2025 | — |
| $65M | “sixty-five million dollars” | Microsoft acquired LinkExchange for $265 million on $15 million in revenue | Alfred Lin | Jan 21, 2025 | Supported |
| $60M | “sixty million dollars” | Vietnam War Work Provided Nearly 20% of South Korea's 1967 Foreign Exchange | Shane Parrish | May 19, 2026 | Partly supported |
| $60M | “sixty million dollars” | Tellme Networks burned $60 million a quarter before its enterprise pivot | Alfred Lin | Jan 21, 2025 | Partly supported |
| $60M | “sixty million dollars” | Banks called Zappos's $60 million loan during the 2008 financial crisis | Alfred Lin | Jan 21, 2025 | Partly supported |
| $50M | “fifty million dollars” | Rockefeller Relentlessly Audited Eight-Dollar Discrepancies Despite Earning Millions Annually | Shane Parrish | Jul 28, 2026 | Partly supported |
| $50M | “fifty million dollars” | Panera spent $150 million on technology during its digital transformation. | Ron Shaich | Nov 11, 2025 | Supported |
| $50M | “fifty million dollars” | Dick's Destroyed $5M in Guns and Accepted $250M Annual Sales Loss | Shane Parrish | Sep 23, 2025 | Supported |
| $50M | “fifty million dollars” | Martin: Lafley spent $250M launching compact Tide despite contrary data | Roger Martin | Nov 24, 2020 | — |
| $50M | “fifty million dollars” | Schwarzman: Blackstone raised $950M for Fund I with no investing record | Stephen Schwarzman | Nov 12, 2019 | — |
| $45.9M | “45.9 million dollars” | Rey Flemings: NY State wired firm $45.9M for ventilators, prompting FBI call | Rey Flemings | Aug 22, 2023 | Contradicted |
| $44M | “forty four million dollars” | Firestone generated $18M in sales and cut debt by $13M in late 1920 | Shane Parrish | Jun 3, 2025 | Supported |
| $43M | “Forty-three million dollars” | Firestone Faced $43M in Debt and Collapsing Demand in 1920 | Shane Parrish | Jun 3, 2025 | Supported |
| $42M | “forty-two million dollars” | Filterbuy targets $42M in marketing spend after $38M year | David Heacock | Feb 18, 2025 | — |
| $40M | “forty million dollars” | The Washington Post's $40M acquisition of Kaplan eventually became worth billions | Shane Parrish | Jul 29, 2025 | Supported |
| $40M | “forty million dollars” | Pattison liquidated 20% of his assets ahead of the 1981 recession | Shane Parrish | Jul 1, 2025 | Supported |
| $38M | “thirty-eight million dollars” | Filterbuy targets $42M in marketing spend after $38M year | David Heacock | Feb 18, 2025 | — |
| $32M | “thirty-two million dollars” | Les Schwab distributed over half of all profits to his employees | Shane Parrish | Jul 15, 2025 | Supported |
| $31M | “thirty-one million dollars” | Hyundai Won a Contract Worth Half of South Korea's Entire Annual Budget | Shane Parrish | May 19, 2026 | Partly supported |
| $31M | “thirty one million dollars” | Firestone generated $18M in sales and cut debt by $13M in late 1920 | Shane Parrish | Jun 3, 2025 | Supported |
| $20M | “twenty million dollars” | Jacobs: Middle-market PE rollups create unintegrated messes for multiple expansion | Brad Jacobs | Aug 4, 2026 | — |
| $20M | “twenty million dollars” | Parrish: Major airlines were failing at cargo by 1970, United lost $20M | Shane Parrish | Sep 9, 2025 | Not publicly verifiable |
| $20M | “twenty million dollars” | Jacobs: Middle-market PE rollups create messy, unintegrated businesses | Brad Jacobs | Dec 24, 2024 | — |
| $20M | “twenty million dollars” | Jacobs: Middle-market PE roll-ups create unintegrated messes for multiple expansion | Brad Jacobs | Mar 19, 2024 | — |
| $20M | “twenty million dollars” | Ackman: Herbalife settled with SEC for $20M over China disclosures | Bill Ackman | Apr 28, 2020 | Supported |
| $20M | “twenty million dollars” | Business value is idea quality multiplied by execution quality | Derek Sivers | Jul 21, 2020 | — |
| $15M | “fifteen million dollars” | Microsoft acquired LinkExchange for $265 million on $15 million in revenue | Alfred Lin | Jan 21, 2025 | Supported |
| $12M | “twelve million dollars” | Garry Tan: 5-person YC startups are hitting $12M revenue in 12 months | Garry Tan | Apr 29, 2025 | — |
| $10.6M | “10.6 million dollars” | Warren Buffett's $10.6M Washington Post stake eventually surpassed $1B | Shane Parrish | Jul 29, 2025 | Supported |
| $10M | “ten million dollars” | Mary Kay Cosmetics Scaled From $10M in 1967 to Over $100M in 1976 | Shane Parrish | Dec 2, 2025 | Contradicted |
| $10M | “ten million dollars” | Bragg gave six executive teams $10M each to manage investment portfolios | Shane Parrish | Aug 26, 2025 | — |
| $10M | “ten million dollars” | Zappos reached $1.6 billion in sales on just $10 million in equity | Alfred Lin | Jan 21, 2025 | Contradicted |
| $10M | “ten million dollars” | Lin: Startups Can Scale by Making First Orders Profitable via Service | Alfred Lin | Jan 21, 2025 | — |
| $10M | “ten million dollars” | Wilkinson lost $10 million trying to compete against venture-backed Asana | Andrew Wilkinson | Jul 26, 2022 | — |
| $10M | “ten million dollars” | Wilkinson netted over $10 million selling his first business in 2013 | Andrew Wilkinson | Jul 26, 2022 | — |
| $10M | “ten million dollars” | Shah: No SaaS company makes over $10M ARR from Indian businesses | Kunal Shah | Jun 28, 2022 | Contradicted |
| $10M | “ten million dollars” | Shah: Several Indian wedding photographers generate over $10M in revenue | Kunal Shah | Jun 28, 2022 | — |
| $10M | “ten million dollars” | Cubitt: Hands-on VC work with struggling startups can preserve half the fund | Code Cubitt | Oct 27, 2020 | — |
| $8M | “eight million dollars” | Hyundai Bought More Heavy Machinery Than Existed in All of South Korea | Shane Parrish | May 19, 2026 | Supported |
| $6M | “Six million dollars” | Dick's Sporting Goods Raised $6M in 1991 From Notable VC Firms | Shane Parrish | Sep 23, 2025 | Supported |
| $6M | “six million dollars” | Ed Stack Retained Board Control With 5 Seats to VCs' 2 | Shane Parrish | Sep 23, 2025 | Supported |
| $6M | “six million dollars” | Garry Tan: 5-person YC startups are hitting $12M revenue in 12 months | Garry Tan | Apr 29, 2025 | — |
| $5.2M | “5.2 million dollars” | Hyundai Won a $5.2M Thai Highway Contract Over 29 Global Competitors | Shane Parrish | May 19, 2026 | Supported |
| $5M | “five million dollars” | Parrish: Rockefeller's Standard Oil stock was worth $18M in 1879 | Shane Parrish | Jul 28, 2026 | Supported |
| $5M | “five million dollars” | Parrish: Rockefeller collected $5M insurance payout upon reaching age 96 | Shane Parrish | Jul 28, 2026 | Contradicted |
| $5M | “five million dollars” | FedEx International Operations Lost $629 Million Over Three Years | Shane Parrish | Sep 9, 2025 | Supported |
| $5M | “five million dollars” | Tatte generates $250 million in annual revenue across just 50 locations. | Ron Shaich | Nov 11, 2025 | Partly supported |
| $5M | “five million dollars” | Dick's Destroyed $5M in Guns and Accepted $250M Annual Sales Loss | Shane Parrish | Sep 23, 2025 | Supported |
| $4M | “four million dollars” | Bragg: Taking Amtelecom Private Removed $3M–$4M in Overhead | John Bragg | Oct 1, 2024 | — |
| $3M | “three million dollars” | Rockefeller Relentlessly Audited Eight-Dollar Discrepancies Despite Earning Millions Annually | Shane Parrish | Jul 28, 2026 | Partly supported |
| $3M | “three million dollars” | Marcus and Blank Expanded Handy Dan to 80 Stores Earning $3M Annually | Shane Parrish | Dec 16, 2025 | Partly supported |
| $3M | “three million dollars” | Bernie Marcus Rejected $3M VC Offer Demanding Cuts to Employee Healthcare | Shane Parrish | Dec 16, 2025 | — |
| $3M | “three million dollars” | Beshore: Permanent Equity targets $3M free cash flow for platform acquisitions | Brent Beshore | Jun 11, 2024 | — |
| $3M | “three million dollars” | Creel: Locomotives Cost $2M-$3M Each and Require 2-3 Mechanics to Maintain | Keith Creel | Nov 29, 2022 | Partly supported |
| $2M | “two million dollars” | Ross Perot Demanded 70% of Home Depot for a $2 Million Investment | Shane Parrish | Dec 16, 2025 | Supported |
| $2M | “two million dollars” | The fail fast philosophy is dangerous in high-fixed-cost restaurant businesses. | Ron Shaich | Nov 11, 2025 | — |
| $2M | “two million dollars” | Filterbuy lost $2 million on Prime Day due to an Amazon glitch | David Heacock | Feb 18, 2025 | — |
| $2M | “two million dollars” | Lavingia: Gumroad raised a $2M bridge round at 4x liquidation preference | Sahil Lavingia | Dec 8, 2020 | — |
| $1.5M | “half a million dollars” | Heacock made $500,000 in 2008 via a StubHub affiliate side hustle | David Heacock | Feb 18, 2025 | — |
| $1.5M | “a half million dollars” | My Office Delivered generated $6.5 million in 2009 dropshipping supplies | David Heacock | Feb 18, 2025 | — |
| $1.5M | “a half million dollars” | Heacock lost $4.5M on his first $3.5M acquisition | David Heacock | Feb 18, 2025 | — |
| $1.3M | “a quarter million dollars” | Calacanis: Launch invested early in Ruby Love doing $250k monthly revenue on $50k raised | Jason Calacanis | Apr 14, 2020 | — |
| $1M | “a million dollars” | Housel: Transferring Wealth to Children at 30 Yields Greater Utility Than Inheritance | Morgan Housel | Jan 20, 2026 | — |
| $1M | “a million dollars” | Fraser: Trademark Fight Estimates Were Two Years per Country and $1M | Rob Fraser | Oct 15, 2024 | — |
| $1M | “a million dollars” | Bragg prefers high base pay over performance bonuses | John Bragg | Oct 1, 2024 | — |
| $1M | “a million dollars” | Wilkinson lost almost $1 million on his first restaurant venture | Andrew Wilkinson | Jul 26, 2022 | — |
| $1M | “a million dollars” | Calacanis: Seed Startups Are Experiments Until Hitting $500K Revenue | Jason Calacanis | Apr 14, 2020 | — |
| $1M | “a million dollars” | Business value is idea quality multiplied by execution quality | Derek Sivers | Jul 21, 2020 | — |
| $1M | “a million dollars” | Maples: Consumer Mobile Apps Must Prioritize Distribution Over Early Monetization | Mike Maples Jr. | Mar 3, 2020 | — |
| $1M | “a million dollars” | Howey earned $1M independently before publishers offered a seven-figure advance for 'Wool' | Hugh Howey | Aug 6, 2019 | — |
| $1M | “a million dollars” | MacAskill: Some recent graduates donate roughly $1M annually through high-earning careers | William MacAskill | Jul 11, 2018 | — |
| $1K | “a thousand dollars” | In 1863, crude oil averaged $2/barrel while refined kerosene sold for $13/barrel | Shane Parrish | Jul 28, 2026 | Supported |
| $1K | “a thousand dollars” | Liemandt: Alpha Pays Middle Schoolers $1,000 for Top 1% Academic Performance | Joe Liemandt | Mar 31, 2026 | — |
| $1K | “a thousand dollars” | Harry Sonneborn turned $1,000 into $170 million in McDonald's real estate | Shane Parrish | Jan 27, 2026 | Supported |
| $1K | “a thousand dollars” | Poilievre: Canada gave Stellantis $15B while Stellantis cut Canadian jobs | Pierre Poilievre | Dec 27, 2025 | Supported |
| $1K | “a thousand dollars” | Fraser: Outway Was Started With $1,000 Each From Co-Founders | Rob Fraser | Oct 15, 2024 | — |
| $1K | “a thousand dollars” | Business value is idea quality multiplied by execution quality | Derek Sivers | Jul 21, 2020 | — |
KNOWLEDGE PROJECTLEDGER All shows Try the podcast clipper →