Rainmakers
Learn from the world’s best investors how they made their returns.
Episodes
#24 Robert Holmes a Court: Australia's First Billionaire
Robert Holmes à Court started as a lawyer in Perth and became Australia’s first billionaire. He built his fortune by spotting value in distressed companies, charming rivals into partnerships, and then cutting ruthlessly to create returns. This episode breaks down Holmes à Court’s rise and fall, and the lessons his playbook still offers for investors today.Thanks to our sponsors!Ayrin Digital: http
#23 Henry Hillman: The Original LP
Henry Hillman inherited a Pittsburgh empire built on coal and steel and then dismantled it. Instead of holding on, he recycled those assets into bigger bets, backing unproven talent and writing early checks to firms like KKR and Kleiner Perkins. This episode breaks down how Hillman turned a family fortune into billions and what his playbook can teach today’s investors.Thanks to our sponsors!Ayrin
#22 Ross Perot: Texarkana to Tech Titan
From selling Christmas cards in Texarkana to building EDS into a billion-dollar giant, Ross Perot turned frustration at IBM into a whole new industry.In this episode, we break down exactly how he did it.Thanks to our sponsors!Ayrin Digital: https://go.ayrin.ai/rainmakersCollateral Partners: https://collateral.com/Sources:https://docs.google.com/document/d/11mQ7etaWwkYLpu7eHzn27hFu__fs1h4aAWQYjMS2B
#21 Clint Murchison: Wheeler Dealer
From cattle bluffs in Texas to controlling over 100 companies, Clint Murchison built his empire on creativity, information, and relentless deal making.In this episode, we break down exactly how he pulled it off.Thanks to our sponsors!Ayrin Digital: https://go.ayrin.ai/rainmakersCollateral Partners: https://collateral.com/Sources:https://docs.google.com/document/d/1p0FxkHSQ6bn4XGV0tcVMuzcDJWVt6UnUO
#20 Thomas Tull: Global Mogul
From tax prep shops in Cleveland to producing The Dark Knight, Thomas Tull’s rise is one of the wildest stories in business. In this episode, we dig into exactly how it happened.Thanks to our sponsors!Ayrin Digital: https://go.ayrin.ai/rainmakersCollateral Partners: https://collateral.com/Sources:https://docs.google.com/document/d/1muQnrC-TbXxPN4wrxbQu8InR36SsUQkwWPL94A_6WyA/edit?usp=sharing
#19 Chris Sacca: Venture Cowboy
Chris Sacca went from getting fired as a lawyer to becoming one of the most successful venture capitalists ever.In this episode, we break down exactly how he pulled it off.Thanks to our sponsors!Ayrin Digital: https://go.ayrin.ai/rainmakersCollateral Partners: https://collateral.com/Sources:https://docs.google.com/document/d/1aOr9nvi_FuDUux7nW6g0vIxEaYl4gknAD5IDTLmzIbs/edit?usp=sharing
#18 Joe Liemandt: Startup Founder turned Buyout Billionaire
Joe Liemandt turned the chaos of the dot-com era into a $6.2B fortune. He pioneered software private equity and built an empire from distressed assets. In this episode, we break down exactly how he pulled it off.Thanks to our sponsors!Ayrin Digital: https://go.ayrin.ai/rainmakersCollateral Partners: https://collateral.com/Sources:https://docs.google.com/document/d/1efBxGrFHrBb8sl1QerGbDHM2OYCtw0Za
#17 Carlos Slim: El Conquistador
How did Carlos Slim become one of the wealthiest people in the world? Buckle up to learn one of the best case studies on deal making by one of the best who ever did it.Thanks to our sponsors!Ayrin Digital: https://go.ayrin.ai/rainmakersCollateral Partners: https://collateral.com/Sources: https://docs.google.com/document/d/1C8F5hnmHCouSoiHK2n8WzSYCj-JPAyqODeO2Dvs-zTk/edit?usp=sharing
#16 Chandler Brothers: A Global Investing Story
Learn about two of the best investors of our generation and how they turned $10M into $5B in 20 years by investing all across the world in emerging markets. It will not disappoint.Thanks to our sponsors!Ayrin Digital: https://go.ayrin.ai/rainmakersCollateral Partners: https://collateral.com/Sources:https://docs.google.com/document/d/1eUZt2XC7bExp5E5LjmEhBxEVh_uX0ZUPKlcK_Jvj1N8/edit?tab=t.0
#15 Jay Pritzker: Creating a Family Dynasty
Join us on a journey to learn from one of the best deal makers of all time, Jay Pritzker. Big thanks to our sponsor Ayrin. If you've got a product in your head and want to build it the right way contact the team at Ayrin.https://go.ayrin.ai/rainmakersLinks:Rockwood Notes Nicholas Pritzker Article: https://www.rockwoodnotes.com/p/nicholas-j-pritzkerRockwood Notes: https://x.com/RockwoodNotesTur
#14 Rick Caruso: Shopping Center Billionaire
In this episode, we dive into the extraordinary story of Rick Caruso, who built a $5.8 billion real estate empire with less than a dozen shopping centers in Los Angeles.Starting as an attorney with no real estate experience, Caruso transformed the retail landscape by taking a completely different approach to development. Learn how he went from buying parking lots to creating some of America's most
#13 Herb Allen Jr: Hollywood's Banker
Learn how Herb Allen Jr built his fortune and created Allen & Co to be Hollywood's premier merchant bank.
Sources
Books:
"The Snowball: Warren Buffett and the Business of Life" by Alice Schroeder
"Hollywood Vault: Film Libraries before Home Video" by Eric Hoyt
"Engulfed: The Death of Paramount Pictures and the Birth of Corporate Hollywood" by Bernard F. Dick
#12 Charlie Allen: Merchant Banking 101
Show Notes:
The Allen & Co story hasn't been fully told yet - until now. To understand this secretive merchant bank, we need to start with its founder Charlie Allen. In this episode, we'll explore how Charlie Allen built Allen & Co and uncover the key moves that made the merchant bank so successful in the mid-1900s, setting the stage for his nephew Herb Jr to take the reins and transform i
#11 Ken Hersh: Capitalizing on Chaos
Welcome to the Rainmakers Podcast, where financial legends come to life.
Today, we're joined by Ken Hersh, co-founder of Natural Gas Partners, to uncover the firm's extraordinary success.
Ken will share how NGP's innovative strategies transformed the oil and gas industry from a neglected sector into a private equity goldmine.
We'll explore the vision, timing, and innovation that led to larger fund
#10 Natural Gas Partners: The Rainwater Thesis
Show Notes:
Welcome to the Rainmakers Podcast, where we unravel the strategies of investing legends.
Today, we're diving into the birth of Natural Gas Partners, a pivotal moment in Richard Rainwater's illustrious career.
We'll explore how the shifting landscape of the oil and gas industry set the stage for Rainwater's bold move, dissecting his unique approach to deal-making.
Join us as we connect
#9 Kerkorian's Second Act: Redefining Industries
Show Notes:
Welcome to the Rainmakers Podcast, where billionaire success stories come to life.
Today, we continue our deep dive into Kirk Kerkorian's investment playbook.
We'll explore how this casino mogul navigated a financial crisis after a high-stakes, debt-fueled bet on MGM during an economic downturn.
Discover how Kerkorian rebounded from a staggering loss, seeing his net worth plummet from
#8 Kirk Kerkorian: Lord of Leisure
Show Notes:
Welcome to the Rainmakers podcast, where we decode the strategies of investing legends.
Today, we're diving into the early career of Kirk Kerkorian, a self-made billionaire who rose from humble beginnings to reshape Las Vegas and Hollywood.
We'll explore the pivotal moves that set Kerkorian on his path to fortune, from his daring aviation ventures to his first forays into the casino bu
#7 Jack Kent Cooke: King of Content
Welcome to the Rainmakers podcast, where we unveil the strategies of world-class investors.
Today, we're exploring the remarkable career of Jack Kent Cooke, a media maverick who built a billion-dollar empire through innovative business practices.
From turning around struggling radio stations with Roy Thomson to pioneering the sports business, Cooke's journey is a masterclass in creative entreprene
#6: Donald Bren: Blueprint Billionaire
Welcome to the Rainmakers podcast, where we unravel the strategies of the world's most successful investors.
Today, we're diving into the extraordinary story of Donald Bren, America's real estate titan. We'll explore how a single, masterful deal propelled Bren to become the nation's wealthiest property investor.
Join us as we dissect Bren's background, his approach to this game-changing investment
#5 Dennis Washington: Digging In, Cashing Out
Welcome to the Rainmakers podcast!
Step into the world of financial titans as we uncover the strategies behind their astronomical success. Today, we shine the spotlight on Dennis Washington, a self-made billionaire whose empire spans construction, mining, railroads, and even luxury yachts.
From humble beginnings in construction to building a diverse billion-dollar portfolio, Washington's story is
#4 Case Studies on Anschutz's Biggest Deals
Welcome to the Rainmakers podcast, where we decode the strategies of the world's top investors!
In this episode, we're focusing on Philip Anschutz, a master of transforming industries and building wealth. We'll examine two key deals that showcase Anschutz's unique investment methods, offering you a glimpse into the tactics that turned him into a multibillionaire.
Join us as we uncover how one of
#3 Philip Anschutz: The Mogul of the Mountains
Welcome to the Rainmakers Podcast!
Today we're exploring the remarkable career of Phil Anschutz, a versatile entrepreneur who built a $10 billion fortune across multiple industries. From oil and railroads to telecommunications and entertainment, Anschutz's journey exemplifies diversification and strategic risk-taking.
We'll examine his knack for transforming distressed assets into lucrative ventur
#2 Rainwater's Solo Act
Welcome back to Rainmakers!
In this second episode, we're diving deeper into Richard Rainwater's meteoric rise to billionaire status. We'll explore how he built Rainwater Inc, his strategies for finding lucrative deals, and examine some of his most notable investments.
Join us for an insightful look at the methods that propelled Rainwater to extraordinary wealth in just a decade.
If you enjoy t
#1 Richard Rainwater: The Bass Years
Welcome to the Rainmakers Podcast!
Join us as we dive into the world of elite investing, uncovering the strategies behind extraordinary financial successes. Our debut episode features the legendary Richard Rainwater, who turned the Bass family's $50 million investment into an astonishing $5 billion in just 16 years.
We'll explore Rainwater's unique investment philosophy, examining his background,
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