Should You Stay, or Should You Go by Cynthia Kay (AKA CK). I have read the galley and this book is like a candid conversation with a fellow entrepreneur who truly gets the emotional rollercoaster of deciding whether to stay in or move on from a business. It doesn’t just give you steps—it helps you reflect with real stories and smart questions that push you to figure out your next move. Packed with honest insights and practical wisdom, it’s a must-read for any business owner ready to find clarity and peace in their journey. Cynthia is also the author of one of my favorite business books, "Small Business, Big Success: Proven Strategies to Beat the Odds and Grow a Great Business" which just won Finalist for the American Book Fest 2025 Awards. It is an indispensable guide for entrepreneurs navigating the intricate world of small business ownership.

Show Notes

Today on Your Partner In Success Radio we are talking about the hardest question many business owners will ever face: is it time to keep building, or time to let go? Cynthia Kay’s upcoming book, 'Should You Stay, or Should You Go', dives into the emotional side of that decision long before the lawyers and bankers show up.

This conversation will dig into why the “should I stay or should I go?” question is so emotionally loaded for business owners, and what hole Cynthia saw in the usual, spreadsheet-driven exit-planning advice that pushed her to write this new book, Should You Stay or Should You Go? We’ll get into her seven signs that it may be time to go, and her seven signs that you may actually need to stay put, teasing apart what’s just a rough season versus the deeper signals—like disappearing passion, becoming more of a caretaker than a leader, sleepless nights, or realizing you’re simply not emotionally ready to walk away. You’ll also hear how she uses tough, inquiry-based questions and practical worksheets to help owners track their feelings over time, what her real-world stories reveal about exiting well or staying well, and a few concrete steps you can take over the next 90 days if you suspect you’re standing at your own crossroads.

Connect with Cynthia Kay: Website | LinkedIn | Instagram

SPONSORED BY: Your Partner In Success Radio.

Hosted by Denise Griffitts, Your Partner In Success Radio brings conversations with entrepreneurs and leaders on building sustainable businesses. Tune in for practical insights on growth, leadership, and real-world decisions you can apply today.


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