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Success Has Seasons: Knowing When It’s Time to Let Go

Success Has Seasons: Knowing When It’s Time to Let Go

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Success Has Seasons: Knowing When It’s Time to Let GoSome conversations stay with you long after the recording ends. This was one of those conversations.In this episode of Built on Behavior, I sat down with Monique Alvarez to talk about identity, reinvention, intuition, and what it actually costs us to keep living and working in ways that no longer fit.What struck me immediately about Monique wasn’t her résumé, though it’s impressive. It was her ability to hold space for realness. There was no posturing. No performance. Just honesty about what changes as we grow, and how uncomfortable it can be to outgrow the versions of ourselves that others are attached to.Growing Up Known, and Learning to PleaseBoth Monique and I come from small towns, the kind where people don’t just know you, they know your parents, your grandparents, and the story they’ve already decided about who you are.That kind of environment teaches you how to talk to people. You learn to find common ground quickly. You learn how to be agreeable, polite, and accommodating. But it also teaches you something else, often without you realizing it: how to please people, how to stay inside expectations, and how difficult it is to evolve when everyone remembers you as you were at sixteen.We talked about how small towns freeze identity. Whoever you were at a certain age can become who you’re expected to be forever. There isn’t always room for growth, change, or reinvention, especially when family legacy or reputation is involved.Leaving to Figure Out Who You AreFor Monique, travel became the way out and the way through.Living overseas, including extended time in Albania, forced her to confront who she was without the familiar structures of American life. She shared how exhausting it was at first, trying to recreate what she knew instead of fully inhabiting where she was.The shift came when she stopped resisting and started immersing. That choice changed everything. Language, relationships, food, pace of life, all of it opened up once she let go of trying to stay the same.What resonated deeply for me was her description of reverse culture shock. Coming back to the United States after years away didn’t feel like returning home. It felt overwhelming. Loud. Fast. Disconnected. It highlighted something we don’t often question from the inside: we are incredibly successful as a culture, but we are not necessarily happier.When Success Stops FittingOne of the most important threads in this conversation was seasonality.Monique talked about stepping away from work that made good money but no longer aligned with who she is now. High-touch consulting. Deeply involved client work. Offers that once made sense, and simply don’t anymore.This wasn’t burnout. It wasn’t failure. It was honesty.She described the signs clearly. Dreading certain calendar appointments. Needing time to recover after calls. Catching herself imagining life without that work at all. I’ve felt those same signals in my own life, and I know many people listening have too.Just because something works does not mean it’s meant to continue.Intuition Is Not the Opposite of StrategyWe spent a lot of time talking about intuition, and I’m glad we did.There’s a narrative in business that good decisions come only from data, logic, and analysis. Monique pushed back on that hard. Not by dismissing numbers, but by reframing intuition as another form of intelligence, one that sharpens as you remove noise, misalignment, and unhealthy relationships.She shared a story about a baseball coach trusting his gut over statistics, even at the highest level of professional sports like the Los Angeles Dodgers. The point wasn’t baseball. The point was this: intuition doesn’t disappear as stakes get higher. If anything, it becomes more important.Jealousy, Boundaries, and Inner CirclesWe also went into territory that many people avoid talking about publicly: jealousy, envy, and how success changes relationships.Monique was direct. Once you cross a certain line of visibility or influence, people who once cheered for you may begin to resent you. That shift is not something you can manage your way out of by being nicer, quieter, or more accommodating.Her advice was clear and firm. Your inner circle matters. Deeply. And jealousy does not resolve itself if ignored. Allowing it to linger can quietly erode your confidence, clarity, and self-trust.I shared my own experiences with cutting ties, including family, when relationships became a threat to peace rather than a source of support. It’s never easy. But the stillness and clarity that follow are unmistakable.Choosing Human Connection on PurposeAs we looked toward the future, the conversation turned to technology, AI, and the growing sense of isolation so many people feel. Monique shared her vision for Network Like the Rich, which is less about transactions and more about leaving people better than you found them.Not rejecting tools, but ...
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