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    The People of CareerBuddy

    The People of CareerBuddy - Iyanuoluwa Osobisi

    Learn how Iyanuoluwa went from intern to leading CareerBuddy's brand partnerships, connecting companies with top talent through engaging media.

    Damilola Fayose
    Damilola Fayose
    5 min read · Updated October 23, 2026
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    The People of CareerBuddy - Iyanuoluwa Osobisi
    Illustration · CareerBuddy

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    Iyanuoluwa Osobisi is hard to miss if you follow CareerBuddy's world of work conversations. He's the energy behind many of the brand partnerships and media formats that connect companies to CareerBuddy's growing community of professionals. In this interview, Iyanuoluwa takes us through his journey. What started with a simple love for selling things led him to become one of CareerBuddy's first SDR interns, and eventually into the heart of the media and partnerships side of the business, where he now helps brands show up meaningfully to the talent community CareerBuddy has built.

    1. Let’s talk about how you came into your role at CareerBuddy

    Honestly it started with something simple. I like selling things.

    I was part of the first set of SDR interns that joined CareerBuddy. At the beginning it was tough because we were still figuring things out and building systems as we went. But I was given the chance to navigate my own way, experiment, and figure out what actually works when it comes to conversations with brands.

    Over time that evolved into working closely with the media side of the business where I now focus on partnerships and helping brands reach the professional audience we’ve built at CareerBuddy.

    2. What does a typical day at CareerBuddy look like for you?

    Most days are a mix of conversations and strategy. I’m either speaking with brands, building proposals, or reaching out to companies that should be visible to our audience of working professionals.

    It’s really about connecting the right brands with the right community.

    3. If CareerBuddy were a person, how would you describe their personality?

    Curious, insightful, and very community driven.

    CareerBuddy would be that person who’s always plugged into conversations about work and careers but still wants everyone around them to win.

    4. What’s the hardest thing about working in recruitment and media?

    Attention is the hardest thing to win today.

    Everyone is competing for it, so the challenge is helping brands show up in a way that actually feels relevant to professionals and not just like another ad.

    5. What’s your hot take on the future of work in Africa?

    Talent is everywhere in Africa. The real gap is visibility and access.

    The platforms and companies that help bridge that gap between talent, opportunity, and information will shape the future of work on the continent.

    6. On unwinding

    Basketball is my reset button. If I’m not working you’ll probably find me in the gym getting shots up.

    Sports have a way of clearing your head after a long day.


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    Damilola Fayose

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