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328 — The Best Way to Solve a Problem When You Feel Hopeless: Brainstorm the Worst Ideas First

June 26, 2026
Mentally Stronger Brainstorm the Worst Ideas First

Want more plays to help you stay mentally strong? Pick up a copy of ⁠The Mental Strength Playbook⁠.
 
Have you ever felt stuck trying to solve a problem? Maybe you’re trying to figure out how to attract more customers, smooth things over with someone you love, or finally dig out of debt—but you just can’t figure out what to do?
 
Well, sometimes pushing harder for an answer in the same direction is exactly what’s keeping you stuck. And that’s why brainstorming the worst ideas might be the key to getting unstuck.
 
Some of the things I talk about are:
 

  • The online jewelry store I built knowing nothing about jewelry—and the backwards question that finally cracked my customer problem.
  • Why trying harder to find a good idea often keeps you stuck, and what to do instead.
  • The exact reversal I use with therapy clients who say “I’ve tried everything and nothing works.”
  • Why this play makes group brainstorms come alive—and finally gets the quiet people to speak up.
  • The real reason asking “how do I make this worse?” knocks your brain out of its stuck loop.
  • The five simple steps to turn a list of terrible ideas into a blueprint for what to actually do next.
  • When to run this play—from a business decision to a standoff at home to a meeting you’re leading.

 

Key Takeaways:

 

  • Brainstorming Bad Ideas: Intentionally consider the worst solutions to a problem to expand your thinking and find innovative solutions.
  • Relieve Pressure: Shifting to bad ideas takes off the pressure to generate perfect solutions and it can lead to more creative brainstorming.
  • Break the Cycle: This method helps eliminate repetitive thinking loops, encouraging fresh perspectives.
  • Avoid Missteps: By listing how to make a problem worse, you can reverse-engineer solutions that prevent these missteps.
  • Practical Application: Use this strategy in personal business growth or when you’re tackling personal issues.

Notable Quotes:

"Sometimes pushing harder in the same direction is exactly what's keeping you stuck."

"Sometimes just knowing what to avoid is enough to help someone feel a little bit better and to feel like they're more in control."

"If you take a step back and you brainstorm what would make the problem worse, you're probably going to come up with some effective solutions."

Timestamp Summary

0:00 The Weird Play That Solves a Problem When Pushing Harder Won't

1:24 The Jewelry Store Amy Built Knowing Nothing About Jewelry

3:28 The Backward Question That Finally Cracked Her Marketing Problem

6:12 How Amy Uses Teaches This Strategy to Therapy Clients

8:06 Why Brainstorming Bad Ideas Beats Thinking Harder Every Time

9:36 The Five Steps to Run the Play on Any Problem You're Stuck On

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