
Rainmakers
Learn from the world’s best investors how they made their returns.
Latest episodes

27 snips
Mar 20, 2025 • 41min
#14 Rick Caruso
Rick Caruso, a real estate developer who built a $5.8 billion empire, discusses his unique approach to retail development. He shares how he transformed vacant parking lots into thriving shopping centers like The Grove by engaging with the community. Caruso reveals how regulatory challenges became opportunities and highlights the importance of innovative design that blends modern needs with historical character. His commitment to preserving local heritage has redefined the retail landscape in Los Angeles, creating spaces that resonate with the community.

12 snips
Jan 31, 2025 • 36min
#13 Herb Allen Jr: Hollywood's Banker
Herb Allen Jr. built Allen & Co. into a powerhouse in Hollywood finance, transforming the landscape with strategic investments. He shares insights on how his bank played a crucial role in revitalizing Columbia Pictures and the significance of the renowned Sun Valley conference for media moguls. His journey includes tales of calculated risks and the art of deal-making in the entertainment industry, showcasing how his family-run firm became integral to Hollywood's financial ecosystem.

8 snips
Oct 31, 2024 • 57min
#12 Charlie Allen: Merchant Banking 101
Charlie Allen, founder of Allen & Co., shares insights on the evolution of merchant banking and his unique contrarian investment strategies. He discusses revitalizing distressed assets, particularly highlighting key moves in the steel industry and the Colorado Fuel and Iron Corporation. Allen also delves into the complex Irvine Ranch deal, emphasizing the importance of strategic partnerships and networking. His story reveals how understanding risk and leveraging relationships became the cornerstones of success in the challenging financial landscape.

19 snips
Aug 29, 2024 • 51min
#11 Ken Hersh: Capitalizing on Chaos
Dive into the transformative journey of a leading private equity firm in the natural gas sector. Discover innovative investment strategies that target distressed industries for better returns. Hear personal anecdotes from a founder's career and the tension-filled moments of pivotal pitches. Learn about navigating early challenges with strategic asset acquisition and the revitalization of older wells. Explore how creative financing and experienced engineers played essential roles in reshaping the oil and gas landscape during the shale revolution.

37 snips
Jul 11, 2024 • 45min
#10 Natural Gas Partners: The Rainwater Thesis
Dive into Richard Rainwater's early investment decisions in the oil and gas industry. Explore his unique deal-making approach and meticulous research process. Learn how events in the mid-80s led to the creation of Natural Gas Partners. Uncover the secrets of one of the most brilliant minds in investing.

May 9, 2024 • 43min
#9 Kerkorian's Second Act: Redefining Industries
Exploring Kirk Kerkorian's investment methods after dealing with debt from MGM, his strategic acquisitions in Hollywood and the casino industry, his bold ventures in creating luxurious resorts in Las Vegas under the MGM brand, and his diversification into the automotive sector through strategic investments.

19 snips
Apr 18, 2024 • 57min
#8 Kirk Kerkorian: Lord of Leisure
Exploration of Kirk Kerkorian's early career, from pilot to business magnate in aviation and hotels, showcasing his strategic acquisitions, financial challenges, and opulent ventures like the International Hotel in Las Vegas. Delve into his calculated decision-making, resilience in facing setbacks, and rise to wealth through strategic asset management and flexibility in business.

14 snips
Mar 28, 2024 • 35min
#7 Jack Kent Cooke: King of Content
Billionaire Jack Kent Cooke's journey from media to sports business success, his partnership with Roy Thomson, and innovative strategies in radio broadcasting. Explore Cooke's pioneering investments and ownership of LA Lakers and Washington Redskins, showcasing his impact on the media industry and future entrepreneurs.

Feb 29, 2024 • 58min
#6: Donald Bren: Blueprint Billionaire
Billionaire real estate investor Donald Bren shares insights on his success from one deal. Topics include his meticulous beginnings, visionary ventures, and strategic deals in transforming ranch lands into lucrative real estate ventures. The episode explores Bren's journey, strategic acumen, and long-term approach in shaping the real estate industry.

Feb 22, 2024 • 40min
#5 Dennis Washington: Digging In, Cashing Out
Discover how Dennis Washington became a self-made billionaire through construction, mining, and railroads. Dive into the fascinating history of the Anaconda Copper Mine and explore Washington's intense negotiation skills. From humble beginnings to acquiring regional monopolies, Washington's journey is a true testament to hard work and perseverance.
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