Taking risks can be the catalyst for immense scale or dire straits. Avoiding taking any risks at all leads to stagnancy and empowered competitors. The key is to know which risks are worth taking, and when and how to take them. This episode highlights the best conversations we’ve had recently about taking advantage of risk and how fortune favors the brave.

What can entrepreneurs learn from a genre-crossing, multi-platinum musician? How to take a big opportunity — and leverage it into something epic. From his earliest days, as a founding member of the Black Eyed Peas, will.i.am learned from mentors how to not only identify big opportunities, but compound them. From the Super Bowl to the first iTunes commercial; from the founding of Beats and his tech company i.am+ to a song beamed back from Mars — his ability to bring multiple stakeholders together to leverage partnerships and compound possibilities will inspire founders at any stage of scale. Cameo appearance: Jeremy Siegel (urban designer, Bjarke Ingels Group).