Should I buy a Rolex? Dont make these common mistakes when you finally get your first one.

by Afra Jennings

So, the Rolex question. It’s one that pops up, right? You see them around, you hear the name. For a while, I was genuinely mulling it over, “Should I actually get one of these things?” It wasn’t a sudden urge, more like a slow burn curiosity that turned into a proper investigation.

Should I buy a Rolex? Dont make these common mistakes when you finally get your first one.

My Starting Point: Clueless but Curious

Honestly, my journey began pretty naively. I thought, “Okay, a Rolex. It’s a nice watch. How much could it be? Maybe save up for a bit.” I started browsing online, just looking at pictures, trying to figure out the difference between a Submariner and a Datejust. It all looked shiny and expensive, but the specifics were fuzzy. I figured you just walk into a store, pick one, and buy it if you had the cash. Boy, was I in for a surprise.

Dipping My Toes into the “Rolex World”

The first thing I did was try to find prices. That itself was an adventure. The official website doesn’t just splash prices everywhere. Then I started reading forums and watching videos. That’s when I learned about “ADs” (Authorized Dealers), “waitlists,” “exhibition only” pieces, and the “grey market.” It felt like trying to get into some exclusive club with secret handshakes.

I remember walking past an AD, just to peek in. The display cases had watches, sure, but a lot of them were apparently not for immediate sale. The whole experience started to feel less like buying a product and more like applying for the privilege to buy one. It was a bit off-putting, if I’m being honest.

The Internal Debate: Want vs. Reality

This is where the real back-and-forth began in my head.

  • The “It’s an Investment” Argument: I heard this a lot. “They hold their value!” And yeah, some models do, or even go up. But then I thought, am I buying a watch or a stock? If I wanted an investment, there are other, more straightforward ways. Plus, the idea of wearing an “investment” on my wrist every day, worrying about scratching it, felt stressful.
  • The Craftsmanship: No doubt, they are well-made. I appreciate good engineering and quality. But then I looked at other brands, some less hyped, some more, and realized there’s a lot of great watchmaking out there. Was the Rolex premium just for the crown logo?
  • The “Status” Thing: Let’s be real, for many, it’s a status symbol. And there’s nothing inherently wrong with that, if that’s your goal. But I asked myself, “Who am I trying to impress?” And more importantly, “Will this actually make me happier?” The thought of wearing something so recognizable, sometimes it felt more like a target than a treat.
  • The Sheer Cost: Even at retail (if you can get it), it’s a significant chunk of money. Money that could go towards a vacation, a new computer, helping family, or just staying comfortably in the bank.

My “Aha!” Moment (or rather, “Hmm…” Moment)

I didn’t have one single dramatic moment. It was more a gradual realization. I actually went to a couple of those ADs. The experience was… okay. Sometimes polite, sometimes a bit dismissive. I got to try on a few “exhibition” models. They felt solid, looked good. But did they feel “life-changingly” good for the price and the hassle? Not really, not for me.

Should I buy a Rolex? Dont make these common mistakes when you finally get your first one.

I remember talking to a friend who owns one. He enjoys it, but he also bought it years ago before the hype went completely nuts. He even said, “Honestly, with the current market, I don’t know if I’d go through the hoops people do now.” That stuck with me.

So, Did I Buy One? What I Learned.

Nope, I didn’t. And I’m perfectly fine with that decision. The whole process of researching and considering it was valuable, though. It made me think about what I truly value in a watch, and more broadly, in luxury items.

For me, the pursuit started to feel more about chasing a brand than acquiring an item I genuinely, deeply desired for its intrinsic qualities relative to its real-world cost and the rigmarole involved. The “game” to get one at retail, or the inflated prices on the secondary market, just didn’t sit right with my personality or my financial priorities.

Instead, I ended up appreciating the watches I already owned a bit more. And I actually bought a different watch from a brand that I felt offered amazing value and craftsmanship, without the crazy circus surrounding it. It felt like a more personal and satisfying choice.

My takeaway? If you love Rolexes, truly love them, and you’re willing to play the game or pay the premium, go for it. But if you’re on the fence, like I was, really dig deep into why you want one. There are many ways to appreciate fine watchmaking, and the most famous crown isn’t the only path. For me, the journey was more enlightening than the potential destination would have been.

Should I buy a Rolex? Dont make these common mistakes when you finally get your first one.

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