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The Business of Adulting · Jul 24, 2026

An Ode to the Car I Was Never Supposed to Buy

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Andrea Wightwick · The Business of Adulting

I sold my Jeep this week.

Not to a stranger from Marketplace. To a sixteen-year-old we love, the kid of close family friends, who first rode in it at ten and has been politely, persistently calling dibs ever since. Six years of dibs. If you’ve ever met a kid with a plan, you know there was really only one way this could end.

And I’m sad about it. Not sad the way you’re sad about a car. Sad the way you’re sad when a chapter closes that changed how you see everything. Because this wasn’t just a car. This was the purchase that broke my own marketing brain, in the best possible way.

Let me back up.

I started in corporate at twenty, a receptionist at PepsiCo, putting myself through college. And here’s the thing about being young at the front desk: you can’t see inside anyone’s home, but you can absolutely see what they drive. You hear what they bought over the weekend. You notice the new blazer, and you notice where it came from.

So I did what every marketing major does, whether we admit it or not. I built an equation: certain brands equal certain levels of success. Buy the J.Crew suit, get it tailored at J.Crew. Get a Jetta now, work your way up to the Acura, the Volvo, maybe one day the Lexus or the Mercedes. This equals that. Climb the ladder, collect the logos.

And I climbed. Stick-shift Jetta in my early twenties. Then, at twenty-nine, ten years into corporate and about to start a family, I did exactly what the playbook says you do at that station of life. I bought a Volvo XC90.

You know the pitch, and so do I: best safety ratings, Consumer Reports darling, the big trunk, the responsible choice. The official vehicle of Having It Together. The vehicle of a soon-to-be or recent parent.

It was the worst car I’ve ever owned.

I want to be fair: I’m not saying every XC90 is bad. I’m saying my experience as a customer was miserable. But honestly, that wasn’t even the real problem. The real problem was that once I became a mom, I didn’t like who I was in that car. I didn’t like being represented by that label. I had bought a badge for a version of adulthood I didn’t actually want, and then I drove it around for nine years.

When it finally came time to replace it, I knew exactly what I was “supposed” to get. I do this for a living. Someone at my household income, with kids my kids’ ages, in my segmentation? That’s a Lexus. An Acura. An Infiniti, an Audi if you’re feeling spicy.

And I stood there and thought: I want something fun.

So I bought a Jeep Wrangler Sahara. Refined enough on the inside that I wasn’t punishing myself, but still, unmistakably, a completely ridiculous and joyful choice for a mom with two kids in car seats.

Reader, we had fun.

Like, the kind of fun that you and I remember as kids, jumping into the back of a friend’s pickup truck and going to see other friends.

We took the top off and let the kids, then four and six, stand up on the seats on the one road in our neighborhood and “surf.” We drove around the city with the wind absolutely destroying everyone’s hair. We went in creeks after a rainy day. My kids didn’t grow up thinking of the car as the thing that shuttles you between obligations. They grew up thinking of it as the thing that makes an ordinary Tuesday drive home from school feel like an adventure.

And somewhere between the doors coming off and the kids surfing, something shifted in how I think about my actual job.

I analyze consumer data every day. I build the segments. I’m also the person the equation works for.

And the Jeep taught me this: not everybody is meant to fit in the data set. It’s okay to be an outlier. Finding outliers in the data is fun, sure, but it turns out that being one is even better.

That one purchase changed my outlook on business, on consumers, and on parenting, all at once:

  • On business: the segment is a summary, not a sentence. The most interesting customers are the ones the model says shouldn’t exist.

  • On consumers: a lot of us are driving the XC90 version of something right now (a car, a job, a neighborhood, a whole personality) because the playbook said it was time. The playbook doesn’t know you.

  • On parenting: nobody at carpool is checking whether your vehicle is “responsible.” And if they are, that’s a them problem. My kids will not remember the trunk capacity. They will remember surfing.

So now it goes to a sixteen-year-old whose face I got to watch when the keys changed hands. A kid who didn’t want it because a segmentation model said it was time. A kid who wanted it because at ten years old, they rode in a Jeep with no doors and thought: that one. That’s the one.

Honestly? Best possible buyer. The Jeep is going to someone who understands exactly what it’s for.

So here’s my ode to nine years of wind and Thelma and Louise-style scarves and hair: thank you for being the worst-rated decision I ever made on paper and the best one I made in practice. Thank you for teaching a career marketer that the data describes the middle or average, and that is not where the fun is.

What’s your Jeep? The thing you bought, or did, that your data said you shouldn’t? Hit reply or comment below and tell me. Those are my favorite stories. Cheers to the outliers. Drive fast and take chances.

Cheers,

Andrea

P.S. If this kind of consumer education is helpful, and you want more behind-the-scenes insight into how products are built, marketed, and sold, subscribe to this newsletter. I’ll keep breaking down the trends, the tactics, and the trade-offs so you can make smarter choices with your dollars all year long.P.P.S. Want to see more of everyday life here? Join me on Instagram, where I share snippets like this in stories every day.

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