Ask “What If...?” Generative questions are the gateway to experimentation. What if I changed how I start my day? What if I replied to emails in batches? What if I let a project be 80% done instead of perfect? Then pick one action to try for a short duration and see what happens.

Use constraints as catalysts. Constraints can be annoying, or they can be fuel for experimentation. Limited time, limited budget, limited energy? Ask: Given my current constraints, what’s one tiny experiment I can try anyway? For example: I will make lunch for under $5 everyday for 5 weekdays, or I will publish my ideas on a topic in 300 words max... See more

Borrow inspiration from others. What have others tried that seems interesting, useful, or a little weird in a good way? Whether it’s something a friend mentioned, a habit from a book, or a technique you read about in a newsletter, you can turn it into a tiny experiment. Try this action for a specific duration. Keep what works, ditch what doesn’t.

Notice fixed mindsets. When you catch yourself saying things like “I’m just not creative” or “I could never do that”, you’ve found prime territory for experimentation. What’s a small, repeatable action you could take to challenge that belief? If you think you’re “bad at networking,” try reaching out to one person you admire every Monday. No agenda,... See more

Practice self-anthropology. Start noticing your own behavior like a curious anthropologist. What energizes you? What drains you? For instance, if you always hit an afternoon slump, try a 10-minute walk for 10 days instead of relying on caffeine. If you dread a recurring meeting, try changing how you prepare for it. Every behavior is a possible... See more