Time to Thrive - Marketing Strategies For Small Business

Fixing Your Disconnected Marketing (Casey Cheshire)

Season 2 Episode 94

What if the key to stronger marketing isn’t more automation—but more human connection?

In this episode of Time to Thrive, we sit down with Casey Cheshire—Marine veteran, marketing automation expert, and host of over 500 podcast interviews. As the founder of Ringmaster Conversational Marketing and author of Marketing Automation Unleashed, Casey helps brands ditch disconnected marketing tactics and replace them with authentic, one-on-one conversations—starting with podcasting.

In this fast-paced and funny conversation, Casey shares:

  • The #1 marketing mistake that slowly kills your growth
  • A simple test to see if you’re truly connected to your customers
  • Why podcasting is a secret weapon for B2B marketing
  • How to use a podcast to connect with your dream clients
  • The truth about “vanity metrics” and influencer myths
  • Ways small businesses can start ugly—and still win
  • The layers of ROI that come from podcasting (even if no one listens at first!)

Whether you’re looking to build trust, strengthen your brand, or finally kill the fluff in your marketing, Casey brings the clarity—and the laughs.

🎧 Plus, don’t miss his favorite email subject line strategy and why he believes every business should care at scale.

📬 Want to connect with Casey?
 Email him at casey@ringmaster.com or check out his podcast: The Hard Corps Marketing Show.

00:00 Introduction to Casey Cheshire
00:55 Icebreaker Questions
01:50 The Importance of Human Connection in Marketing
03:22 Recognizing Disconnected Marketing
04:14 The Role of Customer Experience
09:17 Avoiding Fluff and Bad Advice
14:10 The Power of Podcasting for B2B Marketing
17:24 Starting a Podcast: Tips and Challenges
19:18 Understanding Podcast ROI
20:08 Direct Revenue from Podcasting
21:54 Building Relationships Through Podcasting
23:53 Guesting on Podcasts: Tips and Tricks
25:58 Marketing Automation Insights
26:50 Effective Email Marketing Strategies
31:32 Repurposing Podcast Content
33:36 Leadership Lessons from the Military
36:42 Final Thoughts and Contact Information

Discover the strategies, systems and skills that lead to success in business. Visit TimeToThriveInBusiness.com to learn more.