Why Was I So Depressed. I Was Building a Life That Only Looks Good

What happens when you have the car, the house, and financial independence—but you’re still unhappy? At 39, I’m asking different questions about success, motherhood, and the life I actually want to build. Welcome to Day 6 of my video diaries. I’m Sherree Amor—a single mom, entrepreneur, and AI trainer building a business and raising my daughter in Jamaica , as a returning resident. Today’s conversation gets personal: the years in Mexico when life looked good but felt heavy, coming home to family, letting go of people-pleasing, and learning to show up for myself again. If you’re approaching 40, rebuilding your life, or wondering why your achievements haven’t brought the fulfillment you expected, pull up a chair. You’re allowed to want something different. And your next chapter can begin with one small change. CHAPTERS 00:00 Day 6: Motherhood, business, and life in Jamaica 04:06 The support system helping me rebuild 07:53 How one small correction changed my life 10:50 Financially secure—and deeply unhappy in Mexico 12:34 What I want from my next chapter 14:48 Letting go of people pleasing 18:09 Rethinking what success means 22:17 Becoming the woman my daughter needs 25:02 Small changes and showing up consistently 28:28 Big goals as I approach 40 30:34 Preparing for my first in-person seminar 32:29 Finding a starting point that works for you 35:03 Showing up—even when few people are watching 💬 What’s one thing you want to do differently in this chapter of your life? Tell me in the comments. Subscribe if your on your own journey and dont want to go it alone. Follow my journey of building a business, learning to live more intentionally, and sharing practical ways to use AI at work. #StartingOverAt39 #LifeInJamaica #PersonalGrowth © 2026 Sherree A. Rhoden. All rights reserved. No reproduction, distribution or commercial use without prior written permission, except as permitted by applicable law.