495: The Science Behind Taking Risks (and Why...

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

Kent Long wanted passive income. The problem? All those gurus and guides online were only selling a fantasy. The one thing that seemed to actually generate income: real estate. When a property that could easily be split into two units came on the market, Kent jumped at the chance ...  Show more

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 ...

What’s the boldest risk you’ve ever taken? For entrepreneurs, risk is the heart of the journey. In our newest season of This is Small Business, host Andrea Marquez takes you behind the scenes with founders who’ve turned "maybe one day" into "let’s do this!" Join Andrea as she dig ...  Show more

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 ...

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