Should You Stay or Should You Go: Navigating the Emotional Crossroads of Business Ownership

Should You Stay or Should You Go: Navigating the Emotional Crossroads of Business Ownership

Running a business demands vision, resilience, and sacrifice. But at some point, every owner faces a quieter, harder question: is it time to keep building, or is it time to let go? Should You Stay or Should You Go offers a clear, honest look at the emotional crossroads that business owners reach after years of growth, pressure, and responsibility. Cynthia Kay shifts the conversation away from formulas and financial checklists and toward what truly drives the decision: readiness, purpose, energy, and peace of mind. Through real stories, reflective questions, and practical frameworks, this book helps owners recognize the signals that point toward staying, stepping back, or moving on. Rather than prescribing a single path, Kay provides the tools to evaluate where you are now, what has changed, and what you want next. Whether you choose to continue building, redefine your role, or transition into a new chapter, this book helps you make the decision with clarity and confidence. About the Author Cynthia Kay is the founder of Cynthia Kay and Company, an award-winning media production company, and Cynthia Kay Biz, LLC, a communications consulting firm. For nearly four decades, she has worked with Fortune Global 100 companies, small businesses, associations, and nonprofits on leadership, strategy, and communication. Cynthia is the author of multiple business books, a sought-after speaker, and a longtime advocate for small business owners navigating growth, change, and transition.