When AI Gets It Wrong (And Why That’s Actually a Good Thing)

Author: Lori Highby

Posted in: AI

Updated: November 14, 2025

Published: September 15, 2025

As smart as it seems, AI doesn’t always get it right. Sometimes the results are helpful, and other times they’re… well, laughable.

AI is everywhere right now. It’s helping us write content, crunch numbers, brainstorm ideas, and even pick out outfits (see below). But here’s the truth: as smart as it seems, it doesn’t always get it right. Sometimes the results are helpful, and other times they’re… well, laughable.

Here are a few of my favorite (and funniest) AI fails:

1. The Wardrobe Fail

I uploaded photos of my wardrobe, expecting a curated “lookbook” of my actual outfits. Instead, I got vague instructions like “wear the black top with jeans.” Zero visuals. Zero clarity. I was looking for help narrowing it down, not a reminder that I already own clothes.

Takeaway: AI can describe things but doesn’t always know the context that matters most.

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2. Recipe Math Gone Wrong

I asked AI to scale a recipe up for a larger group. What it gave me was so over the top, I literally laughed out loud. If I had trusted it, we would have been drowning in sauce with a small mountain of garlic on the side.

Takeaway: Sometimes your gut instincts do better math than the machine. Always double-check.

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3. Data That Didn’t Exist

I wanted credible stats to back up a point, so I asked AI for sources. It gave me links that looked professional… until I clicked them. Half didn’t work, and the other half sent me to websites that looked like they hadn’t been updated since dial-up internet. The data itself? Completely made up.

Takeaway: This is called “hallucination.” AI can sound convincing while being completely wrong. Fact-check everything.

4. Image Generator Meltdown

I created an image I actually liked and asked for a small tweak. Instead of making the change, AI scrapped everything I loved and gave me a completely different image that only reflected the one tweak I’d mentioned.

Takeaway: Asking for “just one change” doesn’t mean AI will honor it. Sometimes it starts over from scratch.

Here’s the Real Takeaway

AI isn’t bad, it’s just not perfect. These fails remind me that AI is a tool, not a replacement for human judgment. The best results come when AI generates and we refine, when AI suggests and we decide.

The wins are exciting, but the fails keep us grounded. They remind us why creativity, instinct, and critical thinking still matter.

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Lori Highby

Our founder and truly fearless leader, Lori Highby! Her brain is teeming with winning game plans for our clients’ business growth. With a passion for team-building, a dedication to education, and years of experience in the field, you’re sure to score with her big brain on your side.