Bill Gurley is a venture capitalist, general partner at Benchmark, and a former Wall Street analyst.

How do you find work you actually enjoy? So many people warn about the jobs they hate and the dreams they never chased. But turning passion into a career is harder than it sounds. So how do you reinvent yourself and build a life where work feels meaningful instead of miserable?

Expect to learn why most people end up having careers they regret, how to build a framework for regret minimisation, what people do that achieve success in their dream career, how to know when you’re plateauing versus when you’re just bored, what great mentors actually do that books and podcasts can’t, if someone can learn to love the grind or if it is something that’s innate, how you know if you’re in the wrong field versus just in the hard phase of the right field and much more…

Sponsors:

See discounts for all the products I use and recommend: ⁠https://chriswillx.com/deals⁠

New pricing since recording: Function is now just $365, plus get $25 off at https://functionhealth.com/modernwisdom

Get up to $350 off the Pod 5 at https://eightsleep.com/modernwisdom

Get 35% off your first subscription on the best supplements from Momentous at https://livemomentous.com/modernwisdom

Get up to 20% off the leading longevity and cellular health supplement at https://timeline.com/modernwisdom

Extra Stuff:

Get my free reading list of 100 books to read before you die: ⁠https://chriswillx.com/books⁠

Try my productivity energy drink Neutonic: ⁠https://neutonic.com/modernwisdom⁠

Episodes You Might Enjoy:

#577 - David Goggins - This Is How To Master Your Life: ⁠https://tinyurl.com/43hv6y59⁠

#712 - Dr Jordan Peterson - How To Destroy Your Negative Beliefs: ⁠https://tinyurl.com/2rtz7avf⁠

#700 - Dr Andrew Huberman - The Secret Tools To Hack Your Brain: ⁠https://tinyurl.com/3ccn5vkp⁠

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Get In Touch:

Instagram: ⁠https://www.instagram.com/chriswillx⁠

Twitter: ⁠https://www.twitter.com/chriswillx⁠

YouTube: ⁠https://www.youtube.com/modernwisdompodcast⁠

Email: ⁠https://chriswillx.com/contact⁠

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Learn more about your ad choices. Visit megaphone.fm/adchoices

Modern Wisdom

Chris Williamson

#1071 - Bill Gurley - If You Hate Your Job, This is How to Start Over

MAR 14, 2026116 MIN
Modern Wisdom

#1071 - Bill Gurley - If You Hate Your Job, This is How to Start Over

MAR 14, 2026116 MIN

Description

Bill Gurley is a venture capitalist, general partner at Benchmark, and a former Wall Street analyst. How do you find work you actually enjoy? So many people warn about the jobs they hate and the dreams they never chased. But turning passion into a career is harder than it sounds. So how do you reinvent yourself and build a life where work feels meaningful instead of miserable? Expect to learn why most people end up having careers they regret, how to build a framework for regret minimisation, what people do that achieve success in their dream career, how to know when you’re plateauing versus when you’re just bored, what great mentors actually do that books and podcasts can’t, if someone can learn to love the grind or if it is something that’s innate, how you know if you’re in the wrong field versus just in the hard phase of the right field and much more… Sponsors: See discounts for all the products I use and recommend: ⁠https://chriswillx.com/deals⁠ New pricing since recording: Function is now just $365, plus get $25 off at https://functionhealth.com/modernwisdom Get up to $350 off the Pod 5 at https://eightsleep.com/modernwisdom Get 35% off your first subscription on the best supplements from Momentous at https://livemomentous.com/modernwisdom Get up to 20% off the leading longevity and cellular health supplement at https://timeline.com/modernwisdom Extra Stuff: Get my free reading list of 100 books to read before you die: ⁠https://chriswillx.com/books⁠ Try my productivity energy drink Neutonic: ⁠https://neutonic.com/modernwisdom⁠ Episodes You Might Enjoy: #577 - David Goggins - This Is How To Master Your Life: ⁠https://tinyurl.com/43hv6y59⁠ #712 - Dr Jordan Peterson - How To Destroy Your Negative Beliefs: ⁠https://tinyurl.com/2rtz7avf⁠ #700 - Dr Andrew Huberman - The Secret Tools To Hack Your Brain: ⁠https://tinyurl.com/3ccn5vkp⁠ - Get In Touch: Instagram: ⁠https://www.instagram.com/chriswillx⁠ Twitter: ⁠https://www.twitter.com/chriswillx⁠ YouTube: ⁠https://www.youtube.com/modernwisdompodcast⁠ Email: ⁠https://chriswillx.com/contact⁠ - Learn more about your ad choices. Visit megaphone.fm/adchoices