What is it really like to work in professional sports?

Most of us only see the highlights: the packed arenas, the high-profile players, the big sponsorships.

But behind the scenes, sports is one of the most intense training grounds in business. It is relentless, unpredictable, and filled with lessons that few other industries can offer, especially for marketing and media pros.

Chris DiPierro knows this world better than most. He spent 15 years in professional sports, culminating in his role as Director of Marketing for the Boston Bruins.

After leaving sports, he translated those lessons into the corporate world as Head of Global Market Development and Strategic Partnerships at Wipro.

And today, he is the Founder & CEO of Cozelo Marketing Company, the ultimate insider resource for brands that want to align their goals with the right property, unlock the right assets, and generate the best return.

In this conversation, Chris and I explore the reality of working in sports: the highs, the chaos, the exhaustion, and incredible lessons, including unforgettable behind-the-scenes stories from his Bruins days - like the playoff moment when thousands of rally towels accidentally shipped to Austin instead of Boston.

We also talk about the current job market, the power of creative collabs, the mindset required to be an independent consultant, experimenting with AI, and much more.

If you have ever wondered what sports can teach us about resilience, creativity, and brand-building, this episode is for you.

Let’s keep making career more of a team sport.

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Connect with Chris on LinkedIn

Visit the website for his consultancy Cozelo, to learn more about how to work with him to make sure your partnerships perform.

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Host: Brady Sadler

Let's connect on LinkedIn

Show Art: Kyle Mosher