The Modern Collector and Their Overthinking Trap

After touring Europe and crisscrossing the United States, I’ve noticed one issue plaguing beginner collectors everywhere: overthinking.

Take this example: I once held a show at a Detroit jewelry store/art gallery. The setup was perfect—my best pieces lined the walls, ready for purchase. The turnout? Massive. Locals, university students, shop owners, professionals—they all showed up. The energy was electric.

People mingled, chatted with me about my work—the inspiration behind it, how long I’ve been painting—and seemed genuinely curious. But then, like clockwork, I’d hear it: “I don’t know what people would think if I bought something like this…”

Every time, I could see two possibilities playing out.

Option One: It’s Not Love at First Sight

Maybe they just don’t connect with the piece enough to feel confident. Fair enough—art’s personal.

Option Two: They’re Paralysis-by-Opinion Victims

More often, though, they’re stuck worrying about other people’s opinions. They’re not buying art that moves them, inspires them, or makes sense for their wallet. Instead, they’re chasing trends or “safe” picks they think will impress someone else.

Here’s the kicker: insecurity is what stops collectors from buying what they need—art that speaks to them—versus what’s hyped up. I’d bet my brushes that trendy, overhyped pieces crash in value long before a painting you truly love starts to climb.

Think about it. Why sink money into something you don’t even like, banking on the same shaky hope of a return, when you could invest in a piece you adore and still see equal—or better—growth? It’s like choosing a bland meal over your favorite dish, just because the waiter says it’s popular.

The Takeaway
Next time you’re eyeing a piece, ask yourself: Do I love it? Can I stand behind it? If yes, forget the crowd. Art’s value—emotional and financial—grows when it’s yours in every sense. What’s holding you back from collecting what you really want?