All Episodes

May 1, 2025 43 mins

Gain fresh perspectives on how to build a thriving digital marketing agency by leaning into authentic connections, strong leadership, and purpose-driven strategies. In this episode, Cal chats with Casey Cheshire, an innovative entrepreneur, seasoned marketing strategist, author, and Founder & Chief Evangelist of Ringmaster.


Explore how Casey launched and scaled his previous company into a leading marketing automation consultancy, and how his latest venture, Ringmaster, empowers agencies to grow through podcasting, partnerships, and vibrant communities. He discusses why meaningful conversations should be at the heart of every marketing strategy. Casey also opens up about the realities of running a business—from setting smart financial targets and hiring the right team, to building a healthy company culture. 


Whether you're an agency founder, marketing executive, or just passionate about the future of marketing, this episode delivers actionable advice, hard-won wisdom, and a reminder to keep the human element front and center.


Takeaways:

  • Leverage podcasting and partnerships to create deeper client relationships
  • Let technology support—rather than replace—real human interactions
  • Be intentional about financial planning and team growth
  • Cultivate a strong internal culture to sustain long-term success
  • Make time for personal passions to maintain energy and perspective as a leader

Connect with Casey:


Ways to Tune In:

Mark as Played

Advertise With Us

Popular Podcasts

Stuff You Should Know
Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

The Herd with Colin Cowherd

The Herd with Colin Cowherd

The Herd with Colin Cowherd is a thought-provoking, opinionated, and topic-driven journey through the top sports stories of the day.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.