The Examined Life

Is working 100 hours a week as an investment banker worth it? You’ll sacrifice your health, relationships and passions — but will get paid well. I share my experience at Broadview/Jefferies covering how I survived, what the pivot was like and if I’d do it all over again. [Episode 65]

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Podcast art by Nate Kadlac, photography by Henry Thong

Should you walk away from your dream job (during your prime years)? If you’ve been grinding for over a decade to establish yourself in your career, you’ve probably made some sacrifices along the way. And a sabbatical can be a useful career tool to reprioritize family time, your physical health and hobbies — without burning all the ships.

Rachel Feintzeig is a work and life columnist at the Wall Street Journal.

Learn more about Rachel:

• X/Twitter

• LinkedIn

• The Wall Street Journal

References from the show:

• Ever Dream of Taking a Sabbatical? Here’s How Our Columnist Did It

• My Dream Break From Work Wasn’t What I Expected

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Podcast art by Nate Kadlac, photography by Henry Thong

Could the secret to success be embracing your envy? Joe Hudson reveals how comparison breeds misery and stifles growth and how you can transform self-abuse into self-acceptance while maintaining your ambition. [Episode 63]

Joe Hudson is coaches executives in Silicon Valley.

Learn more about Joe:

• Joe's X/Twitter

• The Art of Accomplishment Website

• The Art of Accomplishment Podcast

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Use code RADREADS for $300 off Joe Hudson's Connection Course: https://view.life/radreads

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Podcast art by Nate Kadlac, photography by Henry Thong

A common struggle for high-achievers is the need to make every moment productive. As a result, rest and leisure are accompanied by guilt. Internal Family Systems (or "IFS") is a therapy approach that will help you navigate perfectionism, relentless drive and obsession with optimizing everything. [Episode 62]

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Podcast art by Nate Kadlac, photography by Henry Thong

Meditation is good for you. Like eating your broccoli, we get it. But beyond stress-relief and cognitive clarity, how can the practice bring you closer to truly enjoying your life? We discuss how to get started, getting to know your insecurities and how “spiritual bypass” can undo some of the benefits. [Episode 61]

Cara Lai is a meditation teacher.

• Cara's Website

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Podcast art by Nate Kadlac, photography by Henry Thong

Many people dream of making millions as a hedge fund manager on Wall Street. But it’s an absolute grind. Ben Jasper did this for 20 years at some of the world’s largest hedge funds before saying, “Enough.” At 40 years old, Ben bought an unsexy business and started his second career. He had to borrow a ton of money from the SBA and put up a personal guarantee on his house, all to wake up at 4am to go to the factory and turn on the machines. But to Ben, it’s an incredible opportunity. In this episode, we’ll cover how you only need to put 5% down to buy a business, the steep learning curve of unsexy businesses, when is the right time to leave a high paying job on Wall Street and if entrepreneurship or Wall Street is the best ways to compound wealth. [Episode 60]

•

References from the show:

• How to Buy a Manufacturer with $1m in Cash Flow

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Podcast art by Nate Kadlac, photography by Henry Thong

I just turned 45 years old, which means I've lived 60.3% of my actuarial lifespan. I have way less hair, but at least I've held on to my six pack. I left Wall Street so that I could have time freedom, raise my kids and surf every day, and I learned a few lessons along the way. I’ll share 45 of them on workaholism, borderline alcoholism, how to cope with long hours, taking a huge pay cut and what to do when you find your favorite t shirt. [Episode 59]

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Podcast art by Nate Kadlac, photography by Henry Thong

Imagine you’re about to have your first kid. But your career is muddling along and you don’t have a dependable source of income. You need a plan to grow your wealth. Quickly. And it happens to be the start the pandemic where ALL crypto projects are going gangbusters. Writer and serial entrepreneur Nat Eliason saw an opportunity to get rich and hatched a plan. What followed was a wild ride involving anonymous crypto accounts, millions of (paper) dollars, hacks and crashes. [Episode 57]

Learn more about Nat:

• Nat's Website

• X/Twitter

• Instagram

• YouTube

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Podcast art by Nate Kadlac, photography by Henry Thong

There’s a simple playbook for happiness. One we’ve been taught since we were kids. Study hard, get a good job, climb the ladder, make a bunch of money and then you’ll be happy. So why do so many of us feel unfulfilled, lost and rudderless? This week we speak with Stephanie Harrison, an expert on the psychology of happiness and the author of New Happy. We discuss our rugged individualism, obsession with money, emptiness and disconnection, helping others and understanding our emotional pain. [Episode 56]

Learn more about Stephanie:

• Stephanie's Instagram

• The New Happy on Instagram

• New Happy book

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Podcast art by Nate Kadlac, photography by Henry Thong

IQ gets all the attention. It’s the raw brain power that wows us. But EQ, or emotional intelligence, might be even more powerful. It provides the finesse to interact with peers, confidence to pitch new investors and charisma to recruit top talent. IQ is something we’re born with. But what about EQ? In this episode, we’ll discuss seven ways to develop your social intelligence, covering strategies like active listening, understanding decision-making and how to be vulnerable without cringey oversharing. [Episode 55]

References from the show:

• I networked 5,192 times. Here's everything I learned.

• The (simple) secrets of superconnectors

• A simple habit to let luck find you

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Podcast art by Nate Kadlac, photography by Henry Thong