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Oct. 6, 2022

The Risks Worth Taking w/ Steve Magness, Gary Vaynerchuk, Tyra Banks, and others

The Risks Worth Taking w/ Steve Magness, Gary Vaynerchuk, Tyra Banks, and others
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What do Gary Vaynerchuk, Tyra Banks, and many other successful entrepreneurs have in common? They’ve taken big risks, put it on the line — sometimes risking millions — and come out on top. Was it luck? Maybe a little, but they also followed an unwritten playbook for mastering risks. In this episode, you’ll hear some amazing stories of chances that worked out and how you can turn your own risks into rewards. Executive Coach Steve Magness, the author of Do Hard Things, breaks down the science of difficult decisions so you can better make the most of your opportunities.

Where to find Steve Magness:

• Website:

• Instagram:

• Twitter:

Thank you to our sponsors for making this episode possible:

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In this episode, we cover:

(04:35) Welcome resilience expert Steve Magness

(07:31) The hard things that push us to shy away

(09:22) The problem with bulldozing

(12:29) The challenge of the long haul and why embracing reality is important

(15:35) Risk vs. reward–how to gain perspective by reframing in the third person

(19:32) Why taking risks feels safer when we are connected and supported

(23:48) Gender differences and the problem with ego

(28:40) Tyra Banks’ story

(34:10) Obsessive passion vs. harmonious passion

(40:28) Can we cultivate more harmonious passion

(44:12) The kindergartener mindset–the power of exploration, struggle, and practice

(46:02) How Gary Vaynerchuk risked the relationship with his family

(55:10) Amy Porterfield on taking the leap to become her own boss

(1:01:39) How Greg Isenberg risked his life savings 

(1:05:00) How to deal with uncertainty and push through the high-stress seasons

(1:09:55) The backup plan

(1:13:44) Why you should embrace discomfort 

(1:14:45) Brit’s closing


Do Hard Things: Why We Get Resilience Wrong and the Surprising Science of Real Toughness:

• Forest Bathing:

• Self Determination Theory:

The Tyra Banks Show:

• Gary Vaynerchuk’s website:

• Amy Porterfield’s podcast:

• Greg Isenberg’s Twitter:

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