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The Gray Cat Blog

A comprehensive collection of blogs designed to assist small business owners and multiunit operators.

Tackling Entrepreneurial Challenges

Oct 28, 2025
 

How does an entrepreneur go from being the "guy" at a corporation to simply an entrepreneur?

This was probably the biggest challenge I faced when I started Gray Cat over two decades ago.

Recently, I discussed this with Steve Denny on his podcast.

Want more ideas?  For more information on Gray Cat Learning Series, visit: https://www.graycatenterprises.com/gray-cat-learning-series

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John Matthews, President & CEO, Gray Cat Enterprises, Inc.

John Matthews is the Founder and President of Gray Cat Enterprises, Inc. a Raleigh, NC-based management consulting company. Gray Cat specializes in strategic project management and consulting for multi-unit operations; interim executive management; and strategic planning. Mr. Matthews has over 30 years of senior-level executive experience in the retail industry, involving three dynamic multi-unit companies. Mr. Matthews experience includes President of Jimmy John's Gourmet Sandwiches; Vice President of Marketing, Merchandising, Corporate Communications, Facilities and Real Estate for Clark Retail Enterprises/White Hen Pantry; and National Marketing Director at Little Caesar's Pizza! Pizza!