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.
What is The Afternoon Shift?
The Afternoon Shift is a hub for mid-career marketing, media, and creative professionals navigating what’s next.
Hosted by Brady Sadler, this show explores how to thrive, not just survive, during the most pivotal stretch of our careers.
What started with a few small group conversations quickly became something deeper: research, newsletter, events, a growing community, and now these recorded conversations.
We're sitting down with incredible leaders across a wide range of businesses, to dig into personal stories, practical solutions, and the bigger questions shaping our work and our lives right now.
This isn’t just a show. It’s part of a larger effort to turn ideas into collaborations, and connections into meaningful work.
Because we believe career should be more of a team sport.
If this sounds like your kind of community, please hit the follow button. That's a small way you can help us connect with more people. Thanks for listening.
Join Us: https://theafternoonshift.com/
Host: https://www.linkedin.com/in/bradysadler/