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Level Up: Why Omolara Sanni left 9–5 to build Midddleman 

Omolara Sanni was juggling e-commerce side hustles long before Midddleman was ever a startup. Now, she’s co-leading the company and reflecting on what it really takes to build in African tech.
7 minute read
Level Up: Why Omolara Sanni left 9–5 to build Midddleman 

Before Midddleman became a startup, it was a string of side hustles. While working full-time in marketing, Omolara Sanni was juggling e-commerce experiments on the side, testing ideas, and figuring things out along the way. She didn’t know it then, but those long nights and small wins were setting the stage for Midddleman, the startup she now co-leads.

In this interview, she talks about what it’s really like building in the African tech space. She also shares how she builds her team, lessons from early missteps, and the mindset that keeps her grounded when things get hard.

If your career journey were a movie, what would the title be and why?

I think ‘Evolution’ would be a good title because that’s exactly what my journey has been over the past few years. I’ve done a lot of different things: starting with an internship at Utiva when I moved to Lagos, then working as a bank teller for a few months, moving into cybersecurity, then marketing, and now I’m fully focused on entrepreneurship. And honestly, I feel like there’s still so much more I’m yet to learn.

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Last updated: July 31, 2025

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