In this week’s episode of the Digital and Dirt podcast, Ian sits down with Maureen McCloskey to discuss the evolution of out-of-home advertising, the mindset required to build a lasting career in media, and how leadership, hustle, and adaptability continue to shape the future of the industry.

In this episode, you’ll hear:

• How Maureen’s career journey evolved from traditional media into becoming one of the most respected leaders in the out-of-home industry, and why relationships, hard work, and curiosity have remained at the center of her success.

• What it was like navigating leadership and motherhood simultaneously, how becoming a parent shifted her perspective on work and life, and why setting boundaries and being present matters more than ever.

• Why the out-of-home industry continues to thrive through an “underdog mentality,” the importance of challenging clients and pushing for smarter measurement solutions, and how creativity and storytelling continue to make the medium stand out.

• Maureen’s perspective on AI, automation, and the future of work, including how technology can create efficiencies while still requiring human creativity, grit, and adaptability to succeed.

Tune in to hear the full conversation as Maureen and Ian discuss leadership, resilience, the future of out-of-home advertising, and how balancing ambition, family, and innovation continues to shape both their careers and the industry at large. The episode is available now on all major podcast platforms.