266: Insecurity is the enemy

266: Insecurity is the enemy

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Stop Following Your Passion (Do This If You Actually Want to Get Rich)

In this episode, I break down why "follow your passion" is some of the worst advice in entrepreneurship and what you should be doing instead if you actually want to make money. I explain how I think about choosing businesses, why boring industries like self storage and service bu ...  Show more

I Raised $30M Without Giving Up Control (How I Bought a Massive Business)

In this episode, I break down exactly how I went from running smaller businesses to acquiring a company at scale without giving up control. I share how I built my audience, why I went all in on Somewhere instead of cashing out, and how I structured a nearly $30M deal where invest ...  Show more

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