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:

• LinkedIn: https://www.linkedin.com/in/caseycheshire/
• Company Website: https://ringmaster.com/
• Personal Website: https://caseycheshire.com/
• Book: https://www.amazon.com/dp/1599327384
• Podcasts: https://www.hardcorpsmarketing.com/ | https://www.creatingthegreatestshow.com/

Ways to Tune In:

• Transistor: https://marketingagencypowerhour.com/
• Spotify: https://open.spotify.com/show/19ECltpQuJWu6rfXlx98wT
• Apple Podcasts: https://podcasts.apple.com/podcast/marketing-agency-power-hour/id1809205281
• Amazon Music: https://music.amazon.com/podcasts/344bea8c-7897-4dfc-8cdc-f31a92514243
• iHeart Radio: https://www.iheart.com/podcast/269-marketing-agency-power-hou-272863996/
• Podchaser: https://www.podchaser.com/podcasts/marketing-agency-power-hour-6067409
• YouTube: https://www.youtube.com/@MarketingAgencyPowerHour