| $70M | “seventy million dollars” | Grinnell turned $73 million in principal into a $1 billion endowment | Scott Wilson | Oct 5, 2020 | Partly supported |
| $60M | “sixty million dollars” | Morfit: ValueAct bought $60M of stock directly from Martha Stewart | Mason Morfit | Sep 29, 2025 | — |
| $60M | “sixty million dollars” | Sethi: Lolapps spent up to $60M monthly on digital advertising | Arjun Sethi | Mar 14, 2022 | — |
| $60M | “sixty million dollars” | HarbourVest invested $50M to $60M into Wayfair's predecessor before its IPO | John Toomey | Jun 21, 2021 | — |
| $60M | “sixty million dollars” | Baran: InfoMart is probably worth $5B to $7B | David Baran | Feb 8, 2021 | — |
| $50M | “fifty million dollars” | Williams College endowment maintains $150 million in credit lines for liquidity | Abigail Wattley | Jun 22, 2026 | — |
| $50M | “fifty million dollars” | Ethos restructured Identity Digital debt to save the company $50M annually | Eric Brooks | Jun 1, 2026 | Supported |
| $50M | “fifty million dollars” | Ares Management's Pathfinder funds accrued over $50M for global philanthropy | Joel Holsinger | Apr 9, 2026 | Supported |
| $50M | “fifty million dollars” | Jain: CSFP Index Arb Desk Made $50M In First Year | Bobby Jain | Feb 16, 2026 | — |
| $50M | “fifty million dollars” | Invesco's direct lending team refuses secondary loan pieces from competitors | Ron Cantowitz | Jul 17, 2025 | — |
| $50M | “fifty million dollars” | Sullivan: Power inverted as top VCs beg AI founders for 3% stakes | Tim Sullivan | Jul 14, 2025 | — |
| $50M | “fifty million dollars” | Top 20% of Private Credit Firms Dominate 80% of the Market | Josh Kopowitz | Jun 12, 2025 | — |
| $50M | “fifty million dollars” | Roth: BBR Partners manages $32B across roughly 180 families | Evan Roth | Feb 24, 2025 | — |
| $50M | “fifty million dollars” | Texas TRS Graduated Just 12 of 190 Emerging Managers Over 20 Years | Ted Seides | Oct 25, 2024 | Supported |
| $50M | “fifty million dollars” | $50M Commitment Is Subscale for New PE, Real Estate, and Hedge Funds | Ted Seides | Oct 25, 2024 | — |
| $50M | “fifty million dollars” | Sandler: Drexel settled federal charges for $650 million in penalties and disgorgement | Richard Sandler | Mar 4, 2024 | Supported |
| $50M | “fifty million dollars” | Wellington's late-stage fund filters for $50M+ revenue and institutional backers | Michael Carmen | Aug 10, 2023 | — |
| $50M | “fifty million dollars” | Lasry: In 1988, $150M was the world's largest distressed fund | Marc Lasry | May 15, 2023 | Supported |
| $50M | “fifty million dollars” | Thomas: Lower middle market is the fastest-growing middle market segment but lacks capital | Shundrawn Thomas | Jan 23, 2023 | — |
| $50M | “fifty million dollars” | Vanguard expected $150M for its first index fund but raised only $12M | Charlie Ellis | Dec 12, 2022 | Supported |
| $50M | “fifty million dollars” | Zell's most successful deal was one where he lost $50 million | Sam Zell | Jun 6, 2022 | — |
| $50M | “fifty million dollars” | Wallace Foundation secured a $50M credit line for liquidity cushion | Tom Lenehan | Apr 18, 2022 | — |
| $50M | “fifty million dollars” | Wincek: Renegade targets supercritical companies with 20 to 100 employees | Roseanne Wincek | Mar 21, 2022 | — |
| $50M | “fifty million dollars” | Sycamore Partners achieved a 16x return on its $250M Hot Topic buyout | Stefan Kaluzny | Oct 21, 2021 | — |
| $50M | “fifty million dollars” | Garfinkel: Device Reimbursement Path Adds up to $50M in Development Costs | Jan Garfinkel | Sep 2, 2021 | — |
| $50M | “fifty million dollars” | Casdin: Scaling check sizes over time de-risks capital-intensive life sciences investing | Eli Casdin | Jul 15, 2021 | — |
| $50M | “fifty million dollars” | Connaughton: Bain Turned $7M Baker Hughes Carve-Out into $40M–$50M Profit | John Connaughton | Jun 28, 2021 | Supported |
| $50M | “fifty million dollars” | George Soros provided half of Marshall Wace's $50M launch capital | Sir Paul Marshall | Sep 21, 2020 | — |
| $50M | “fifty million dollars” | Renewable Resources Group raised $900M for Sustainable Water Impact Fund | Manny Citron | Jun 18, 2020 | Partly supported |
| $50M | “fifty million dollars” | Lew: Dead donors give foundations a structural advantage over university endowments | Kim Lew | Dec 16, 2019 | — |
| $50M | “fifty million dollars” | Formation 8 launched with a $50M anchor check from the LG family | Joe Lonsdale | Sep 30, 2019 | — |
| $50M | “fifty million dollars” | Seides: Launching a Hedge Fund Carries Higher Opportunity Cost Than Decades Ago | Ted Seides | Dec 18, 2017 | — |
| $50M | “fifty million dollars” | Dunn: Wake Forest spent $50M yearly against $14M in gifts | Jim Dunn | Sep 4, 2017 | Partly supported |
| $50M | “fifty million dollars” | Schorr: Two-person team drove $250M in Pepsi energy drink revenue | Dan Schorr | Jul 31, 2017 | — |
| $40M | “forty million dollars” | Danieli: MA Financial invested $240M of internal capital into its funds | Frank Danieli | Jul 16, 2026 | — |
| $40M | “forty million dollars” | Private Credit Mega-Funds Leave $20M to $40M Borrowers Underserved | Josh Kopowitz | Jun 12, 2025 | — |
| $40M | “forty million dollars” | Brown: CAIS raised $340M in growth equity in early 2022 | Matt Brown | Sep 26, 2022 | — |
| $40M | “forty million dollars” | Forman: MakerDAO pays roughly $40M annually across 50 core units | Ben Forman | Jun 20, 2022 | Partly supported |
| $40M | “forty million dollars” | Black: Balanced Executive Pay Outside the U.S. Benefits Shareholders | Paul Black | May 7, 2018 | — |
| $35M | “Thirty-five million dollars” | Lasry: Cowen distressed group posted 70% and 60% consecutive annual returns | Marc Lasry | May 15, 2023 | — |
| $35M | “thirty-five million dollars” | Al Gore asked Goldman Sachs to advise on a $35M sustainability acquisition | David Blood | Jun 22, 2020 | — |
| $30M | “thirty million dollars” | Craib: Numerai has paid contributors over $30 million, surpassing Kaggle payouts | Richard Craib | May 11, 2023 | Supported |
| $30M | “thirty million dollars” | Rosenthal: Braintrust reached an $11.5 billion market cap on $30 million raised | David Rosenthal | Jan 3, 2022 | — |
| $30M | “thirty million dollars” | Schwimer: Big League Advance Raised $130M for Second Fund | Michael Schwimer | Oct 15, 2018 | — |
| $30M | “thirty million dollars” | Astros owner Jim Crane ran team payroll under $30M during rebuild | Ben Reiter | Aug 13, 2018 | Supported |
| $30M | “thirty million dollars” | Redleaf: Post-2008, Whitebox cut fees by $30M while financing costs rose $30M | Andy Redleaf | Apr 2, 2018 | — |
| $27M | “twenty seven million dollars” | Jefferson bought a $27M CDO tranche for less than a nice dinner | Brett Jefferson | May 25, 2020 | — |
| $25M | “twenty-five million dollars” | McLean: CrownRock required only $100M of primary equity in total | Jay McLean | Jan 20, 2025 | Partly supported |
| $25M | “twenty-five million dollars” | Mullen: Invested $25 million of personal capital to test single-family rentals | Don Mullen | Jun 29, 2023 | — |
| $25M | “twenty-five million dollars” | Tiger Management Was Down $225M on Thai Baht Short Before Devaluation | Rob Citrone | Jul 11, 2022 | — |
| $25M | “twenty-five million dollars” | Barber: Cohesive Capital acquired airport snow melter Dijana doing $25M EBITDA | John Barber | May 19, 2022 | — |
| $25M | “twenty five million dollars” | Bloom: SRB Ventures will not raise a large fund over $25M | Sahil Bloom | May 9, 2022 | — |
| $25M | “twenty-five million dollars” | Wolfe: Lux Plans $20M–$25M Target for African Startup Investments in 2022 | Josh Wolfe | Feb 21, 2022 | — |
| $23M | “twenty three million dollars” | Kayden: ABS Ventures managed $23M when she joined as CFO in 1982 | Joelle Kayden | Feb 14, 2022 | — |
| $22M | “twenty two million dollars” | Former GM Jeff Luhnow is suing the Houston Astros for $22M | Ben Reiter | Nov 30, 2020 | Supported |
| $22M | “twenty-two million dollars” | Jeff Luhnow faces a harder path back to MLB than fired managers | Ben Reiter | Nov 30, 2020 | — |
| $20M | “twenty million dollars” | Zandiyeh: Pakistan venture funding surged to $300M in 2022 | Kiyan Zandiyeh | May 25, 2023 | Partly supported |
| $20M | “twenty million dollars” | The average TRA investment opportunity ranges from $15M to $20M | Andy Lee | Mar 30, 2023 | — |
| $20M | “twenty million dollars” | Papa: IBM spent $20M on Endeca software it couldn't build internally | Steve Papa | Apr 4, 2022 | — |
| $20M | “twenty million dollars” | Hamed: Nine Crossbeam Fund I startups exceed $20M revenue and are profitable | Ali Hamed | Jan 31, 2022 | — |
| $20M | “twenty million dollars” | CAIS cut alternative fund minimums from $10 million to $100,000 | Matt Brown | Oct 11, 2021 | — |
| $20M | “twenty million dollars” | Whineray: Agriculture remains early in lifecycle due to lack of scale | Matt Whineray | Sep 9, 2019 | — |
| $20M | “twenty million dollars” | NEPC lets fund managers decide capacity allocations across clients | Tim McCusker | Dec 17, 2018 | — |
| $20M | “twenty million dollars” | Lydon: 1990s fund companies used custodians to ban short-term market timers | Tom Lydon | Jun 11, 2018 | Supported |
| $15M | “fifteen million dollars” | Thome: WARF's $15M Kellogg's licensing grew into a $2B–$3B portfolio | Carrie Thome | Oct 19, 2020 | Partly supported |
| $15M | “fifteen million dollars” | Fok: CBUS saved A$15 million annually by renegotiating external manager fees | Kristian Fok | Aug 27, 2018 | — |
| $12M | “twelve million dollars” | Traditional option lenders ignore rank-and-file employees for multi-million dollar executives | Dave Thornton | Nov 6, 2025 | — |
| $12M | “twelve million dollars” | Sacca turned student loans into $12M before going $4M in debt | Chris Sacca | Jun 12, 2023 | — |
| $12M | “12 million dollars” | Vanguard expected $150M for its first index fund but raised only $12M | Charlie Ellis | Dec 12, 2022 | Supported |
| $12M | “twelve million dollars” | Drobny: Launching hedge funds on $5M from friends and family is dead | Steve Drobny | May 5, 2022 | — |
| $12M | “twelve million dollars” | Singh: PAR grew recurring revenue from $12M to $80M in 30 months | Savneet Singh | Nov 1, 2021 | Supported |
| $12M | “twelve million dollars” | Samani: The 2017 Gnosis ICO raised $12 million in 30 seconds | Kyle Samani | Nov 18, 2021 | Partly supported |
| $10M | “ten million dollars” | Jain: CSFP Index Arb Desk Made $50M In First Year | Bobby Jain | Feb 16, 2026 | — |
| $10M | “ten million dollars” | Green: Lead Edge is the first institutional investor in 60% of investments | Mitchell Green | Jan 27, 2025 | Not publicly verifiable |
| $10M | “ten million dollars” | Industrial Light & Magic Bought $10M of Silicon Graphics Gear Per Movie | Mike Maples, Jr. | Sep 16, 2024 | — |
| $10M | “ten million dollars” | Zandiyeh: Sturgeon's Iranian tech startups reached $110M in profitable revenue | Kiyan Zandiyeh | May 25, 2023 | — |
| $10M | “ten million dollars” | Zandiyeh: Sturgeon Capital avoids pre-revenue businesses, targeting $500k to $10M revenue | Kiyan Zandiyeh | May 25, 2023 | — |
| $10M | “ten million dollars” | Electric Capital found raising a $1B fund easier than $10M | Avichal Garg | Aug 4, 2022 | — |
| $10M | “ten million dollars” | Bloom: SRB Ventures will not raise a large fund over $25M | Sahil Bloom | May 9, 2022 | — |
| $10M | “ten million dollars” | Dowling: US has 30x more private $10M+ revenue companies than public ones | Greg Dowling | May 2, 2022 | Supported |
| $10M | “ten million dollars” | Kwatra launched Sixteenth Street Capital with $10 million on day one | Rashmi Kwatra | Oct 28, 2021 | — |
| $10M | “ten million dollars” | Garfinkel: Arboretum Lost $10M After Sonitus Failed to Get CMS Reimbursement | Jan Garfinkel | Sep 2, 2021 | — |
| $10M | “ten million dollars” | Baran: Believing liquid stocks trading $10M daily are mispriced is arrogant | David Baran | Feb 8, 2021 | — |
| $10M | “ten million dollars” | Warren Buffett's net worth would be just $10 million without extreme longevity | Morgan Housel | Sep 7, 2020 | — |
| $10M | “ten million dollars” | Mauzé: VMG targets $5M to $10M in sales for investments | Mike Mauze | Mar 2, 2020 | — |
| $10M | “ten million dollars” | Wellcome Trust invested $10M in Benchmark's first venture fund | Sandra Robertson | Apr 13, 2020 | — |
| $10M | “ten million dollars” | Whineray: Agriculture remains early in lifecycle due to lack of scale | Matt Whineray | Sep 9, 2019 | — |
| $10M | “ten million dollars” | Grade Inflation Shifted Historic Series A Rounds Into Seed Rounds | Scott Kupor | Sep 2, 2019 | — |
| $10M | “ten million dollars” | Gallatin Point provided a $210M convertible preferred backstop for SPAC merger | Matt Botein | Feb 25, 2019 | — |
| $10M | “ten million dollars” | Schwimer Claims MLBPA and Agents Oppose BLA Because They Ignore Minor Leaguers | Michael Schwimer | Oct 15, 2018 | — |
| $10M | “ten million dollars” | Scaramucci: Dick Fuld gave SkyBridge $10M in balance sheet capital | Anthony Scaramucci | Jul 9, 2018 | Not publicly verifiable |
| $9M | “nine million dollars” | Wyden: ADW Capital launched with under $500K, finishing year one at $8M–$9M | Adam Wyden | Sep 22, 2022 | — |
| $8M | “eight million dollars” | Reddit had just $8 million in revenue and 45 employees in 2014 | Alexis Ohanian | May 27, 2024 | Partly supported |
| $8M | “eight million dollars” | Steyer: Hellman & Friedman backed Farallon launch with $8M seed commitment | Tom Steyer | Mar 6, 2023 | — |
| $8M | “eight million dollars” | Beshore: Aerospace acquisition candidate generated $3M owner earnings versus $8M EBITDA | Brent Beshore | Dec 10, 2018 | — |
| $8M | “eight million dollars” | Andy Redleaf shared a three-person Gruntal prop desk with Steve Cohen | Andy Redleaf | Apr 2, 2018 | — |
| $7M | “seven million dollars” | Martell: Maverick's $7M average deal size deters larger institutional competitors | Ted Martell | Nov 9, 2023 | — |
| $7M | “seven million dollars” | Drobny: Launching hedge funds on $5M from friends and family is dead | Steve Drobny | May 5, 2022 | — |
| $7M | “seven million dollars” | Connaughton: Bain Turned $7M Baker Hughes Carve-Out into $40M–$50M Profit | John Connaughton | Jun 28, 2021 | Supported |
| $6.7M | “6.7 million dollars” | Riot Games brought League of Legends to market with just $6.7M | Rick Heitzman | Nov 13, 2023 | Partly supported |
| $6M | “six million dollars” | Warren Buffett structured Rodriguez's $30M Yankees milestone home run bonus deal | Alex Rodriguez | Jun 7, 2021 | Supported |
| $6M | “six million dollars” | Banking Regulations Create a Void in Sub-$15M Growth Financing | Peter Troob | Jul 2, 2018 | — |
| $5M | “five million dollars” | Multi-million dollar M&A consultant reports just provide management plausible deniability | Brad Jacobs | Feb 12, 2024 | — |
| $5M | “five million dollars” | Page: At 25, I pushed Cargill to buy $5M in Drexel bonds | Marcia Page | Dec 11, 2023 | — |
| $5M | “five million dollars” | Corre: Giant position sizes force funds to miss lucrative smaller alpha | Isaac Corre | Oct 16, 2023 | — |
| $5M | “five million dollars” | Steyer: Hellman & Friedman backed Farallon launch with $8M seed commitment | Tom Steyer | Mar 6, 2023 | — |
| $5M | “five million dollars” | Boyd: IEC unlocked $5M in value by renting 45 neglected garages | Marshall Boyd | Feb 6, 2023 | — |
| $5M | “five million dollars” | Discovery Capital Launched With $5M, Including $4M of Citrone's Own Capital | Rob Citrone | Jul 11, 2022 | — |
| $5M | “five million dollars” | Rubenstein: Carlyle Group launched with four co-founders and $5M | David Rubenstein | Jul 12, 2021 | Partly supported |
| $5M | “five million dollars” | Jim Crane faced a $5M fine but retained his championship and equity | Ben Reiter | Nov 30, 2020 | Partly supported |
| $5M | “five million dollars” | Subsidized philanthropic capital leaves sustainable startups unprepared for commercial market discipline | Reuben Munger | Jul 6, 2020 | — |
| $5M | “five million dollars” | Grade Inflation Shifted Historic Series A Rounds Into Seed Rounds | Scott Kupor | Sep 2, 2019 | — |
| $5M | “five million dollars” | Kresge Foundation sets minimum 1% portfolio sizing for manager commitments | Donna Snider | Jan 28, 2019 | — |
| $5M | “five million dollars” | Galbraith: Buffett turned a $5M TV station investment into a 10-bagger at Grinnell | Steve Galbraith | Apr 16, 2018 | Partly supported |
| $3M | “Three million dollars” | Sullivan: Power inverted as top VCs beg AI founders for 3% stakes | Tim Sullivan | Jul 14, 2025 | — |
| $3M | “three million dollars” | Gilbert: I refuse to lead early-stage deals at $100 million valuations | Ben Gilbert | Jan 3, 2022 | — |
| $3M | “three million dollars” | Black: WCM had only $3M in international strategy after five years | Paul Black | Dec 20, 2021 | Not publicly verifiable |
| $3M | “three million dollars” | First Round's average initial seed investment check is now $3 million | Bill Trenchard | Dec 9, 2021 | — |
| $3M | “three million dollars” | Private equity fund organizational expenses have ballooned to $3 million | Jon Harris | Jul 29, 2019 | — |
| $3M | “three million dollars” | CalSTRS Spends $3 Million Annually on Corporate Governance Unit | Chris Ailman | Feb 11, 2019 | — |
| $3M | “three million dollars” | Beshore: Aerospace acquisition candidate generated $3M owner earnings versus $8M EBITDA | Brent Beshore | Dec 10, 2018 | — |
| $2.5M | “a half a million dollars” | SOSV receives 8,000 applications annually, backing 130 startups with up to $500K | Sean O'Sullivan | Jan 17, 2022 | — |
| $2M | “two million dollars” | Weaver's first buyout was a $2M label printing business financed with debt | Graham Weaver | Jun 10, 2024 | — |
| $2M | “two million dollars” | Kayden: Accolade passed on Emergence Capital Fund II despite early Salesforce win | Joelle Kayden | Feb 14, 2022 | — |
| $2M | “two million dollars” | Boehly: J.H. Whitney turned a $2M Kana investment into $170M | Todd Boehly | Nov 22, 2021 | Not publicly verifiable |
| $2M | “two million dollars” | Lux Capital limits its entire seed program to one core position's size | Josh Wolfe | Aug 20, 2018 | — |
| $1.5M | “half a million dollars” | Zandiyeh: Sturgeon Capital avoids pre-revenue businesses, targeting $500k to $10M revenue | Kiyan Zandiyeh | May 25, 2023 | — |
| $1.5M | “a half million dollars” | A CAZ partner firm turned a $2.5M Solana investment into over $4B | Christopher Zook | Dec 13, 2021 | — |
| $1M | “a million dollars” | Seides details his famous $1M hedge fund bet against Warren Buffett | Ted Seides | Nov 23, 2023 | Supported |
| $1M | “a million dollars” | Stavros: C.H.I. Employee Ownership Paid $175K Average, Up to $1M | Pete Stavros | Sep 15, 2022 | Supported |
| $1M | “a million dollars” | Wincek: Renegade targets supercritical companies with 20 to 100 employees | Roseanne Wincek | Mar 21, 2022 | — |
| $1M | “a million dollars” | Mid-level engineers at Microsoft are making $1 million in total compensation | Chris Douvos | Jan 10, 2022 | Contradicted |
| $1M | “a million dollars” | SOSV receives 8,000 applications annually, backing 130 startups with up to $500K | Sean O'Sullivan | Jan 17, 2022 | — |
| $1M | “a million dollars” | Higgins: Bear Stearns CEO Jimmy Cayne provided King Street's first $1M | Brian Higgins | Nov 24, 2021 | — |
| $1M | “a million dollars” | Boehly: Film risk is eliminated by pre-selling international distribution rights | Todd Boehly | Nov 22, 2021 | — |
| $1M | “a million dollars” | Rubenstein: Bill Simon made roughly $80M on $1M Gibson Greetings buyout | David Rubenstein | Jul 12, 2021 | Partly supported |
| $1M | “a million dollars” | Revenue-Based Venture Lending Generates Nearly 30% IRR Over Two Years | Peter Troob | Jul 2, 2018 | — |
| $1M | “a million dollars” | Hamed: In 2014, NYC had only six institutional sub-$1M seed deals | Ali Hamed | Feb 19, 2018 | Contradicted |
| $1M | “a million dollars” | Dunn: Verger avoids activist hedge funds to prevent conflicts with endowment donors | Jim Dunn | Sep 4, 2017 | — |
| $1M | “a million dollars” | Sityodtong lost $1 million on the first ONE Championship event | Chatri Sityodtong | Aug 21, 2017 | — |
| $1M | “a million dollars” | Schorr: Vice Cream and partners raised nearly $1M for Dana-Farber | Dan Schorr | Jul 31, 2017 | Partly supported |
| $1M | “a million dollars” | Making Small Exploratory LP Commitments Is De-Worsification, Not True Diversification | Chris Douvos | Jul 3, 2017 | — |
| $1M | “a million dollars” | Seides: Buffett bet collateral held in Berkshire stock outperformed the S&P 500 | Ted Seides | May 2, 2017 | — |
| $10K | “10 thousand dollars” | JAMBOS offers a $10,000 payout if its football picks lose money | Michael Schwimer | Sep 16, 2019 | — |
| $1K | “a thousand dollars” | Lithium-ion battery costs are breaking below $100 per kilowatt-hour | Reuben Munger | Jul 6, 2020 | Supported |