5 Rules Creative People Break (And Why I’m Relearning Them)

Abhishek | Jun 23, 2025

“Stay hungry. Stay foolish.” – Steve Jobs

For years, I thought creativity required ideal conditions: better tools, the perfect plan, a clear path. But in reality, creativity happens when we stop trying to follow the rules everyone else obeys.

As I rebuild from scratch—without the fancy gear, without certainty—I’m discovering a different kind of momentum. One that’s powered by permission: to experiment, to fail, and to rethink what it means to make.

Here are 5 rules I’m consciously breaking, inspired by Steve Jobs and shaped by my own experience.


1. Break the Rule: “Stick to Your Lane”

“Creativity is just connecting things.” — Steve Jobs

I used to think I needed to specialize, but the most creative moments I’ve had came from mixing seemingly unrelated things — like using 3D printing logic in UI workflows, or sketching ideas while reading books on psychology.

Creativity thrives in contrast. So instead of doubling down on just one skill, I’m collecting dots: reading beyond design, learning from nature, observing systems.

Action: Switch fields. Watch documentaries outside your zone. Flip your inputs.


2. Break the Rule: “Plan It All First”

“You can’t connect the dots looking forward; only looking backward.”

Truth: I’ve overplanned myself into procrastination more times than I can count. Now, I build → test → reflect. Nothing great ever started with a perfect plan — it started with motion.

Creativity isn’t prediction. It’s pattern recognition — later.

Action: Start now, refine later. Launch the post, sketch the screen, make v1.


3. Break the Rule: “Play It Safe”

“Stay hungry. Stay foolish.”

Creativity comes with a side of discomfort. Sharing unfinished work. Talking about ideas that might flop. But safety rarely produces anything original.

I’ve realized that being uncomfortable is part of being in flow. If I’m not a little nervous, I’m not evolving.

Action: Share something half-ready. Show your behind-the-scenes. Embrace awkward.


4. Break the Rule: “Give People What They Ask For”

“People don’t know what they want until you show it to them.”

Design isn’t democracy. It’s empathy plus intuition. I’ve learned that giving people exactly what they say they want rarely results in delight. Surprising them with what they need — that’s the magic.

Action: Stop designing to impress. Design to provoke curiosity.


5. Break the Rule: “Follow the Ladder”

“It’s better to be a pirate than join the Navy.”

When I worked in traditional systems, creativity felt caged. What I’m building now may not be polished, but it’s real. Fast, scrappy, self-driven. You don’t need permission to start.

Action: Choose the idea that scares you. Trust your weird. Build your own ship.


Closing Thought

Creativity isn’t about following more rules. It’s about unlearning the ones that hold us back.

So here’s your permission slip: gather different dots, move before you’re ready, and trust that being slightly foolish might be the most brilliant thing you do.


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