Invest Like The Best

Conversations with the best investors and business leaders in the world. Patrick explores their ideas, methods, and stories to help you better invest your time and money.

Patrick O'Shaughnessy Host Patrick O'Shaughnessy

Patrick is the Founder and CEO of Positive Sum. He founded Colossus in 2020 to build on the success of Invest Like the Best.

Investors

Leaders

Invest Like The Best

Ep.203

The Power of Hospitality

Danny Meyer is the founder and CEO of Union Square Hospitality Group, which has created some of the most acclaimed restaurants in New York. We cover how great hospitality leads to a great business, how to scale hospitality and his concept of ABCD - always be collecting/connecting dots.

12.08.2020

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Invest Like The Best

Ep.202

Finding Undiscovered Talent

Daniel Gross is the founder of Pioneer, a fully remote startup generator. We cover the art of asking great questions, the use of psychometrics, and the frontiers of new technology investing.

12.01.2020

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Invest Like The Best

Ep.201

Investing in the Future of Healthcare

Raju Rishi, Nikita Singareddy, and Jason Black are investors at NYC-based early-stage VC, RRE Ventures. We discuss their focus on healthcare investing, the different stakeholders in the healthcare value chain, and the impact COVID has had on the industry.

11.24.2020

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Invest Like The Best

Ep.200

Wild Hearts and Wild Ideas

Niki Scevak is the co-founder and partner at Blackbird Ventures. We cover investing in people with wild ambitions and even wilder ideas, the venture landscape in Australia and New Zealand, building a startup city, and what makes Canva such a special company.

11.17.2020

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Invest Like The Best

Ep.199

The Power of Brand

Jason Karp is the founder and CEO of HumanCo and Rohan Oza is the co-founder of CAVU Venture Partners. We cover what makes for a great brand, how partnerships with influencers and celebrities can turbocharge a brand, and how brand ultimately gives you pricing power.

11.10.2020

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Invest Like The Best

Ep.198

Lessons in Growth Investing

Anu Hariharan is a partner at Y-Combinator’s Continuity Fund focused on growth investing. We cover growth stage businesses models, the most interesting international markets for tech start-ups, and how much opportunity still exists for investing in tech and e-commerce startups.

11.03.2020

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Invest Like The Best

Ep.197

Thriving in Changing Markets

Brad is the founder of Altimeter Capital. Rich is the founder/CEO of Zillow and also founded Expedia & Glassdoor. We cover Rich’s “power to the people” strategy, going public through SPACs vs. IPOs, and using big hairy audacious goals to build a great company.

10.27.2020

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Invest Like The Best

Ep.196

Lessons on Early Stage Investing and Getting Acquired

Ben Gilbert and David Rosenthal are investors and the duo behind the Acquired podcast. We cover some of the greatest corporate acquisitions of all time, discuss what makes acquisitions successful, and talk over the investing lessons Ben and David have learned across their careers.

10.20.2020

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Invest Like The Best

Ep.195

Investing in Dignity and Character

Jacqueline Novogratz is the founder and CEO of Acumen. We cover her move from Wall Street to philanthropic capital, how creating dignity plays such a major role in her investments, and how governments and businesses can work together to solve the world’s toughest problems.

10.13.2020

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Invest Like The Best

Ep.194

Upside Down Markets

The pseudonymous Jesse Livermore is one of the most respected names on financial Twitter and a research partner at OSAM. We discuss upside down markets, fiscal policy, and how the stock market can be near all-time highs in terrible economic times.

10.06.2020

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