We all know that money doesn’t necessarily buy class—yet it can certainly unveil interesting social dynamics. It’s not uncommon to see people coming into wealth for the first time and making what might be called “rookie” mistakes.
As someone who has been an entrepreneur for over a decade, I’ve rubbed shoulders with individuals from diverse backgrounds—ranging from trust-fund heirs to self-made millionaires. I’ve learned that “old money” families often have a very different relationship with their wealth compared to those who made it on their own more recently.
This isn’t about moral judgment; rather, it’s an exploration of how certain behaviors can come across as glaringly “new money.” In some circles, these habits are considered tacky, but that doesn’t mean they’re entirely bad—just that they tend to draw attention in ways you might not want.
Below, I’ll detail eleven subtle signs that scream “new money”—signs old money generally finds a bit cringe-worthy. By understanding these behaviors, you can project success without the unspoken stigma.
1. Obsession with Luxury Labels
We’ve all seen the person decked out in designer everything—Gucci shirt, Versace sunglasses, Prada shoes. While there’s nothing inherently wrong with loving quality craftsmanship, constantly wearing or name-dropping luxury brands is a telltale sign of new money.
Why old money finds it tacky: Those from established wealth often prioritize timeless style and quiet elegance over obvious logos. They may wear high-quality brands too, but they don’t use them as a status statement. Investing in a few classic pieces that complement your personality, rather than screaming “look at the label,” signals a more refined sense of style.
2. Constantly Bragging About Purchases
From sharing pictures of your latest sports car on social media to steering every conversation toward how expensive your new watch is—this type of over-sharing can come off as brash. Yes, you worked hard for it, but announcing it at every opportunity raises eyebrows.
Why old money finds it tacky: People with long-standing generational wealth grow up treating luxury items as a normal part of life. They don’t see the need to shout about each new acquisition. Instead, they appreciate understated wealth and discretion. If you want to share your excitement, do so with friends who sincerely appreciate your milestone—just avoid making it a repeated topic at every dinner party.
3. Flaunting an Over-the-Top Lifestyle on Social Media
We live in an age where social media can magnify our behaviors. Over-the-top Instagram or TikTok posts—helicopter rides, champagne baths, or money “rain” scenarios—can be exhilarating at first. Yet, such displays can quickly become your brand, making others perceive you as someone who equates self-worth with wealth.
Why old money finds it tacky: Old money typically values privacy and understated celebrations. They might have equally exciting adventures, but they prefer to savor experiences without turning them into a spectacle for strangers online. In their view, excessive posting can diminish the authenticity and meaning behind those experiences.
4. Name-Dropping Your Way Through Conversations
Have you ever been in a conversation with someone who casually mentions they just spoke with so-and-so millionaire or partied with a Hollywood A-lister? Doing this occasionally might be okay if it’s genuinely relevant, but repeatedly peppering your talk with high-profile acquaintances can seem forced.
Why old money finds it tacky: Often, old money people know many influential figures simply through family connections and social circles. It’s no big deal for them. By constantly name-dropping, you’re signaling that you’re impressed with your own network. Classy people would rather connect with you for who you are, not just for whom you know.
5. Lack of Philanthropic Spirit
One thing that has struck me repeatedly is how old money families are usually deeply involved in charitable work. They donate to causes, sponsor scholarships, and serve on boards—quietly yet impactfully. Meanwhile, some new money individuals view philanthropy as secondary or an afterthought.
Why old money finds it tacky: For old money, giving back is often second nature, woven into the family’s values. When they see people spending large sums on personal indulgences with no philanthropic inclination, they tend to perceive it as shallow. If you’re new to wealth, consider engaging in charitable efforts—if not for social acceptance, then simply because it feels good to contribute to a greater cause.
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6. Overly Flashy Events and Celebrations
From extravagant wedding receptions with a thousand guests you barely know to birthday parties featuring fireworks on private yachts, there’s a line between a memorable celebration and an ostentatious show. I understand the desire to commemorate a milestone in style, but the approach can make all the difference.
Why old money finds it tacky: They might also host big events, but they’re typically elegant and purposeful rather than attention-grabbing. Quietly curated experiences, fine catering, and thoughtful gestures are more valued in old money circles than simply burning cash to show off.
7. Turning Everything into a Competition
Some new money individuals have a habit of comparing—who has the larger house, the pricier car, the bigger diamond ring. It’s as if every conversation becomes a subtle competition in material one-upmanship.
Why old money finds it tacky: Generational wealth families have seen it all. They don’t feel the need to measure their worth by comparing possessions. Constant competition can erode relationships, turning what could be genuine connection into a superficial scorecard. Focusing on shared interests or experiences often leads to deeper, more meaningful relationships.
8. Talking Excessively About Money
There’s a difference between talking about finances in a business or educational context and dropping your net worth into every conversation. For instance, some new money types might repeatedly say things like “I’m earning seven figures now,” “I bought that property for X million,” or “My monthly returns are insane!”
Why old money finds it tacky: People with inherited wealth have lived with money their whole lives, and it’s seldom a hot topic at dinner. Discussing it in detail, especially in a boastful manner, feels gauche. It’s perfectly fine to talk about your success in relevant contexts—just remember that money isn’t (and shouldn’t be) your entire identity.
9. Being Dismissive of People Who “Aren’t on Your Level”
Wealth can sometimes make new money folks forget about the reality of others. If you find yourself rolling your eyes at someone who chooses budget travel or can’t afford a high-end restaurant, it might be time for a self-check.
Why old money finds it tacky: True class involves respect and kindness toward others, regardless of their financial situation. Old money is taught that wealth doesn’t make you inherently superior—it’s just one part of who you are. Showing genuine respect for people from all walks of life is a hallmark of real grace.
10. Throwing Around Cash in Performative Ways
Whether it’s over-tipping extravagantly in front of friends to make a point or “slipping” a couple of hundred-dollar bills at parties to show generosity—this type of performative spending often backfires.
Why old money finds it tacky: They might tip generously, but it’s done discreetly and politely, without fanfare. Making a big show of spending money comes off as insecure and in need of external validation. If you want to tip extra or help someone out, do it quietly. The authenticity of generosity lies in the intent, not the applause.
11. Believing Money Equates to Expertise in Everything
This is one that hits close to home for me as an entrepreneur. When someone suddenly has a financial windfall, they might feel they’re now an expert in business, psychology, health, and every other domain. Sure, the confidence boost is great, but it can easily cross over into arrogance.
Why old money finds it tacky: Old money folks tend to have experienced family guidance, mentorship, and a generational appreciation for specialized knowledge. They understand that wealth doesn’t automatically grant you mastery in all fields. Instead, they invest in learning from experts without assuming they know it all.
Conclusion
Having money is a wonderful privilege, and being proud of what you’ve earned is totally natural. However, navigating social circles—especially those where old money is present—can reveal an unspoken etiquette. The goal isn’t to pretend you come from an elite background but to embrace manners, humility, and authenticity.
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By avoiding showiness, staying grounded, and focusing on genuine connections, you’ll project an air of confidence that’s impossible to fake. Whether your wealth was inherited or self-made, the key is to let your character shine brighter than your assets. Achieve that balance, and you’ll not only earn respect in old money circles—you’ll also feel more at ease in your own skin.
After all, true class comes from being comfortable with who you are, not just what you own. If you take one thing away from this article, let it be this: Money can give you freedom and exciting opportunities, but real elegance stems from personal values that transcend material possessions. Embrace that mindset, and you’ll cultivate a level of sophistication that lasts far longer than any passing trend or flashy purchase.
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