SHOW / EPISODE

What Every Business Gets Wrong About Customer Service with Jake Isaacs

Episode 8
42m | Oct 28, 2025

Jake Isaacs, co-founder of Gathering the Kings, joins us to discuss his journey from fixing underperforming hotels for Marriott and Hilton to building a thriving entrepreneurial mastermind. With over 515 podcast episodes under his belt, Jake shares hard-won insights about the decline of customer service, why the bar is so low in business today, and how genuine human connection remains irreplaceable despite advancing technology. We explore the role of AI in business, the surprising lessons from hospitality, why efficiency can sometimes be your enemy, and why traditional marketing tactics like door knocking may be making a comeback. Jake breaks down the difference between visionaries and integrators, shares stories from the trenches of hotel management, and explains why being curious about people is the ultimate competitive advantage in business.

Chapters:

  • 00:00:00 - Jake's Background
  • 00:02:00 - Surprises in the Hospitality Industry
  • 00:05:00 - Technology That Changed Hotels
  • 00:09:00 - The Challenge of Legacy Operating Systems
  • 00:12:00 - The Importance of Customer Service Reps
  • 00:17:00 - Unreasonable Hospitality and Making Moments Special
  • 00:19:00 - AI and the Future of Business
  • 00:27:00 - 515 Podcast Episodes: Key Takeaways
  • 00:33:00 - Human Connection vs. Technology Post-COVID
  • 00:40:00 - Going Back to Basics in Marketing and Sales

Links and Resources:


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