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7 Brutal Questions to Ask Before Buying Original Art in 2025
Why Buying Art Will Never Be the Same. (Avoid Expensive Regret)
Real Blind Artist
11/28/20252 min read


Every year, thousands of people buy art they secretly regret. They spend hundreds (or hundreds of thousands) on a painting or sculpture that looked perfect in the gallery but feels totally wrong the moment it hits their wall. If you’re searching for the best places to buy original art in 2025, how to start an art collection, or simply wondering “should I buy this piece?”, this post will save you from the most expensive decorating mistake of your life.
Here’s the truth nobody in the art world wants to admit: 90 % of buyer’s remorse comes from skipping seven simple but brutal questions. Answer them honestly and you’ll never waste money on “okay” art again. You’ll only bring home pieces that make you say “WOW” every single day.
1. What do I actually love — not what looks expensive or trendy?
Some of us are pulled toward chaotic abstract expressionism, others crave calm geometric minimalism or emotional figurative work. Be ruthless. If your heart races for splashy Pollock-style drips and everyone else in your house hates it — own it. Buy what moves YOU, not what moves Instagram.
2. Why am I really buying this piece?
Decoration? Pure emotion? Color scheme to match the sofa? Status? Future investment? Be honest. Most original art is a terrible financial investment compared to index funds, but it’s an unbeatable emotional and aesthetic investment. Know your motive before you pull out the card.
3. Does this artwork make me go “WOW” or just “hmm, that’s nice”?
This is the ultimate test. If it’s not a full-body “YES” the moment you see it, walk away. Life is too short (and walls are too limited) for “nice.”
4. Where and from whom am I buying?
Direct from the artist (open studios, Instagram, website)? Reputable gallery? Auction house? Online platform like Saatchi Art or Singulart? Emerging artists on Affordable Art Fair? Each path has different price points, authenticity guarantees, and resale potential.
5. Does the size and framing make sense for my actual home?
A massive canvas can overwhelm a small apartment; a tiny piece gets lost in a grand loft. Always measure your wall and visualize (many galleries now offer augmented-reality apps). And yes, professional framing can easily add 20–50 % to the cost — budget for it.
6. Is this purchase driven by emotion, ego, or both?
Emotion = good. Ego (“I want people to know I own a ‘name’”) = dangerous. The best collections mix heart-stopping passion pieces with a few smart, researched buys.
7. Ten years from now, will I still love living with this?
Trends die. Colors you love today might feel exhausting tomorrow. Choose timeless over trendy unless you’re deliberately collecting for flips.
In the end, buying art is one of the most personal decisions you’ll ever make. It’s not about investment returns (though some pieces do skyrocket). It’s about surrounding yourself with beauty that speaks to your soul, sparks conversation, and makes your home feel undeniably yours.
So next time you’re standing in front of a painting, run through these seven questions. If you can answer every one with confidence, buy it. Frame it. Hang it proudly. And enjoy that daily “WOW” for decades to come. Your walls — and your future self — will thank you.
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Thank you, Charles