Nicholas Crown

Chicago caught me by surprise. A few years ago, I was taking meetings from a friend’s ski house in Utah trying to build an elective medical procedure SEO agency (that later failed), I was in search of a city that was A. “Normal” and predictable with a relatively low cost of living and B. Where there was a high number of bariatric surgeons. Chicago fit the bill. I booked a short term rental online intending to stay no more than 30 days.

It was snowing when I got there. There was nothing in the fridge in my rental so I headed out to the grocery store and was nearly hit by a car that spun around in the snow. The window rolled down and I prepared for a street brawl. Not a great start. Turns out it was one of my friends from college, Keenan. He told me to get in and drove me to Whole Foods. Before I got out of the car, he told me I wasn’t going to leave. I didn’t believe him.

That weekend Keenan took me out on a bar crawl and set up a visit with a real estate agent who had a space above a cobblestone alley the next day. With a splitting headache, I walked into a beautiful industrial space with soaring ceilings and wood beams. I was sold. I asked to sign for it on the spot. The realtor laughed and said, this isn’t New York honey, you can send me the paperwork tomorrow. And so I did. Then, a lot of things started to click with content (I had never made a public social media post before), FastOutreach.ai, and later Revise, my annuity co.

Now, here I am eating a personal deep dish outside my car in tribute to a city that I love.

1 year ago | [YT] | 2,541