Question Everything

Progress only occurs when we challenge assumptions and question the world around us. Here are 27 questions that’ll really get you thinking, questioning, and wondering:

  1. If you describe something as indescribable, haven’t you already described it?
  2. If bald people work in a restaurant, do they still need to wear a hairnet?
  3. Do you think if anything is possible, it’s still possible for anything to be impossible?
  4. Why is sandwich meat round when bread is square?
  5. Do fish have a thirst for water?
  6. Why is it that lemon juice has an artificial flavor while dishwashing liquid has real lemons?
  7. Would you believe a person who told you they were a pathological liar?
  8. Which side of the armrest is really yours at a movie theater?
  9. If man developed from monkeys, why do we still have monkeys?
  10. When Donald Duck gets out of the shower, why does he put on a towel when he normally doesn’t wear any pants?
  11. Is it safe to say that the opposite of progress is congress because the opposite of pro is con?
  12. Why can’t the professor on Gilligan’s Island fix a hole in a boat if he can construct a radio out of a coconut?
  13. Is it possible to purchase a complete chess set at a pawn shop?
  14. Why isn’t there any mouse-flavored food for cats?
  15. Why do adults say they “slept like a baby” when babies wake up every few hours?
  16. Rabbits don’t lay eggs, so why does the Easter bunny deliver them?
  17. If an orange is color orange, why isn’t a lemon called a yellow or a lime called a green?
  18. Do prison buses have emergency exits?
  19. Why are the small candy bars referred to as “fun sizes”? Isn’t it more fun to consume a big one?
  20. If everyone says that life is totally unfair, doesn’t that just mean that life is fair?
  21. Is there a synonym for synonym?
  22. If corn oil is made from corn and vegetable oil is made from vegetables, where does baby oil come from?
  23. If no one is supposed to step foot on the grass, then how did someone put the “keep off the grass” sign there in the first place?
  24. Why is it that your nose runs but your feet smell?
  25. Why isn’t phonetic spelled exactly as it sounds?
  26. Even when it’s delivered by plane or truck, why do we have to call it “shipping”?
  27. How can something be both “new” and “improved”? What did it improve on if it’s new?

Hope that got you thinking, questioning, and smiling 🙂

Special thanks to Parade.com for providing many of these thought-provoking questions!

Read More

Top CEO Keynote Speakers for 2026

Introduction CEO keynote speakers bring direct operating experience to the stage, which is something career speakers just cannot match. They have built companies, managed employees, ...

The True Impact of AI on Education

Introduction Every time I speak about education these days, I get some version of the question: "How do we stop students from using AI to ...

Top AI & Future Tech Keynote Speakers for 2026

Introduction Artificial intelligence has moved from the edges of corporate strategy to the center of it. In 2026, virtually every industry, from financial services and ...

Why Emotional Intelligence Matters for Business Leaders

Introduction I've spent most of my career surrounded by smart people, and it’s true that none of them got where they are by lacking intellect ...

How to Choose the Right Keynote Speaker for Your Event

Introduction Having delivered over 1,300 keynote speeches around the world, I’ve been involved in my fair share of speaker selection processes for corporate events, and ...

How to Master Change and Uncertainty

Introduction Every leader I work with is navigating some version of the same challenge right now, trying to figure out how to best navigate volatile ...

The Best AI Transformation Frameworks for 2026

Introduction Almost every leadership team I work with right now is trying to figure out how to actually transform their organization with AI. Not just ...

Building an Ethical Culture of Innovation

Introduction I recently read The New Yorker’s piece questioning whether Sam Altman can be trusted to lead OpenAI, given the importance of the company’s technology. ...

AI in Your Industry: CPG and Retail

About the Author Josh Linkner is a five-time tech entrepreneur, New York Times bestselling author, keynote speaker, and globally recognized innovation expert. He has founded ...