Member-only story

I’m NOT an Entrepreneur

I’m just an artist who understands money

Osundolire Oladapo Ifelanwa
7 min readMar 27, 2023
Photo by Niels Steeman on Unsplash

The Boot Cut Guy

I started my first business in my second year in architecture school. It was a fashion experiment that turned out to be immensely profitable. So profitable that I frittered the gains away on fufu, vegetable soup, and braided cow innards, woven into an unhealthy mess of animal fat.

At the time, I had two pairs of bootcut trousers which were just coming back in vogue. Every time I wore them, I got nods of admiration from the other boys who wanted to look like me. Not long, people started asking how they could get a pair too. So, one fateful day, broke, hungry, and beaten down, I was inspired to put out posters all over campus with a picture of my bootcut trousers and my phone number, and a tagline that said something like:

Need Bootcut Trousers? Call this number.

With this calling card, I made a tidy fortune.

I had a fabric palette for the many customers that walked in through my dorm room doors looking for the bootcut guy. After making their selections and paying upfront, I travel downtown to buy the fabric and drop it off at my tailor’s along with their trouser measurements. Three to five days after receiving the orders I head back to the tailor’s to pick…

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Osundolire Oladapo Ifelanwa
Osundolire Oladapo Ifelanwa

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