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My Season of Yes: A Midlife Reinvention Story

Business therapist reflecting on her season of yes and the boundaries that came with it.

Can I tell you something? I feel like I've lived an entire life since this season started.


I sat down to write this as a simple recap of the season. It turned into something else, a look at who I was when this year began and who I've become since. If there's a thread running through it, it's that this has been my season of yes. Hormone replacement therapy, GLP-1, throwing myself my first party at 54, all the things. Let's get into it.


Becoming a Mom of Adults


My youngest turned 18 this year, which means all three of my kids are technically grown now. They still act like kids sometimes, even while insisting they're adults, and it's a real mixed bag of feelings, excitement, a little heartbreak, some fear about where they're headed. I'm letting all of that sit together instead of trying to sort it out right away.


Alongside that, I've been closing a few chapters and stepping away from roles, some I saw coming and some I didn't. When you change as a person, it tends to spill into your business too, and this season it's spilled into mine in some pretty beautiful ways.


Building a CEO Calendar


For years my calendar belonged to everyone else, clients, meetings, deadlines. I thought I was scheduling myself, but somewhere along the way, self-care had quietly become whatever was left over after everything else was done.


So this year I started what I call a CEO calendar, putting myself on it first. Prayer, movement, water, quiet time, before I speak to another human or open an app. It's made a real difference in how much I have to give everyone else once my own cup is filled first.


I also finally said yes to hormone replacement therapy this year. I'm not the expert here, so I won't get into specifics, but I'd been running low on hormones for close to a decade without realizing it. Once I started, a lot shifted, the hot flashes, the brain fog, some of the weight. I said yes to GLP-1 too. I don't want my 20s back. I just want to feel like myself again, and that's exactly what's happening.


Business therapist reflecting on her season of yes and the boundaries that came with it.

The Filter: Peace, Joy, or Money


Somewhere in the middle of all this, I landed on a simple filter. If something doesn't bring me peace, joy, or money, it probably doesn't need my calendar space. That's led to a lot more "no, thank you," not because I stopped caring, but because a rested, clear-headed version of me tends to be better for the business than a maxed-out one.


I brought the same filter to my team: if an idea isn't going to create revenue in the next 60 to 90 days, it can wait, sometimes indefinitely. That one stings a little, because I love ideas, my Google Doc is full of them. But I'm learning that even a great idea deserves some consideration before it gets my full commitment.


Saying Yes On My Own Terms


This year I threw myself a party for the first time, my book launch, right after a genuinely hard stretch. I wanted to celebrate on purpose instead of waiting for everything to feel resolved first.


That set the tone for the rest of the year. I said yes to more social things than usual, a winery photo shoot, a fashion show, a roaring 20s themed gala. I also said yes to something that surprised me, a financial literacy conference, just to understand money a little differently. It reminded me that the rooms we spend time in shape who we become, and if a room stops fitting, that's not necessarily a problem to fix. It might just mean we've outgrown it. (If financial literacy is a room you haven't stepped into yet, my conversation with Pacha of Afya Legacy Builders might be worth a listen.)


What Freedom Has Started to Feel Like


More yes to family, rest, and building one thing well. More honesty about what actually brings me life versus what drains me.


I started asking myself a different question this year, not "should I," but "do I want to." Peace and joy became the filter. If the answer's yes, I don't feel much need to explain myself. If it's no, that's usually enough on its own. That's what freedom has started to feel like to me, not doing whatever I want because I've stopped caring, but because I've stopped needing everyone else's permission first.


Business therapist reflecting on her season of yes and the boundaries that came with it.

Business and Life Were Never Separate


If this season had a quieter theme underneath all the yes, it's this one. Business and life have never really been separate for me, even when I taught it differently. I tried building a healthy business while ignoring my own life for a while, and it turns out biology and spreadsheets both send an invoice eventually. One tends to expose the other.


Looking Back


Looking over this season, I don't see a list of accomplishments. I see transitions, doors I kept trying to prop open, and windows I hadn't noticed were there.


Wherever you are right now, becoming an empty nester, outgrowing a friendship, starting or closing something, or just sensing you're not who you used to be, maybe there's no rush to fill that space. Sitting with an ending for a bit often shows you what it made room for.


I'm trying something different this year: putting myself near the top of the list instead of waiting for things to settle first. That's part of why I'm looking forward to unplugging for a bit, not to escape, but to actually be present in the life I've built.


So here's the question I'll leave you with: who were you when this season began? And maybe more interesting, who are you becoming?


Build What Matters


These are the kinds of conversations explored inside Business Therapy™, where business, money and mindset meet. Feel free to learn more or book a consultation at www.jokedurojaiye.me


📖 Read the book, Unmute Yourself

A reflection on finding your voice, trusting yourself and becoming the leader your next chapter is calling you to be. 


About the Author: Joké Durojaiye is a Life Coach, Business Therapist™, and author of UNMUTE YOURSELF. She helps creative women entrepreneurs separate the math from the drama so they can develop the leadership, clarity, and emotional capacity required to build sustainable businesses. Learn more at jokedurojaiye.me

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