It often seems like the most successful people are the ones who take the most risks. There’s no surprise that at one point, billionaire entrepreneurs were given the choice to either stay where they stood or leap for something greater. This is something that today’s guest, Sukhinder Singh Cassidy, understands. She’s helped lead some of the biggest companies a ... Show More
Yesterday
Skip Single-Family? Why You Don’t Need to Start Small
Most investors follow the same path—buy a single-family rental, learn the ropes, and upgrade to small multifamily, slowly snowballing the portfolio. But what if you could take the leap from your first deal, skipping single-family entirely and buying a sizable rental property port ... Show More
32m 1s
Sep 11
High-ROI, Value-Add Renovations for Any Investor (and How Much They'll Cost)
Investors have used the same proven formula for decades: Buy a discounted property, renovate it, and increase its value by tens or sometimes even hundreds of thousands of dollars. It’s a simple investing strategy, and yet it’s one of the best ways to get rich through real estate ... Show More
37m 39s
Aug 2021
There Are 1,000 Choices Between You and Success | Sukhinder Singh Cassidy
<p>Today's guest is Sukhinder Singh Cassidy. For more than 25 years, she’s been a leading tech entrepreneur and CEO who’s grown, scaled, and advised for companies like StubHub, Google, Amazon, and more. She’s currently the Founder and Chairman of theBoardlist, a talent marketplac ... Show More
1h 29m
Aug 2021
Ep. 996: Sukhinder Singh Cassidy Interview with Michael Covel on Trend Following Radio
<p>My guest today is Sukhinder Singh Cassidy, a leading technology executive and entrepreneur, board member, and investor with twenty-five years of experience founding and helping to scale companies, including Google and Amazon. Most recently, she served as president of StubHub a ... Show More
49m 27s
Apr 2025
To Make Better Decisions, Think Like a Venture Capitalist
Venture capital firms notoriously embrace risk and take big swings, hoping that one startup will become a monster hit that pays for many other failed investments. This VC approach scares established companies, but it shouldn’t. Stanford Graduate School of Business professor Ilya ... Show More
24m 44s
Jul 2022
2 Types of Business Risk | Ep 413
It's risky business, people! Today, Alex (@AlexHormozi) talks about the top business risks that are made by many new entrepreneurs, show you how each risk works (with different scenarios played out), the best ways to approach these, and how the wealthiest figure out ways to play ... Show More
17m 46s