Hey creator friends 💜

I’m writing this newsletter from my sunbed in Crete, Greece.

It’s the first holiday I’ve taken in over a year - no one said showing up consistently online was easy 🥲

I want to give you some great value, but also get back to the all-inclusive cocktail menu ASAP. 😜

So with that in mind, this is a slightly shorter issue (but as great as always, I promise).

I've got 6 prompts for you that turn ChatGPT from a yes-man into a strategic advisor who actually challenges your thinking.

These are the exact prompts I use when I need to make big decisions, validate ideas, or just get unstuck.

They push my brain to think harder instead of letting AI do all the thinking for me - because the goal isn't to outsource your brain, it's to upgrade it.

💌 Your say genuinely shapes this newsletter: there’s a one‑click feedback poll at the very end. Or hit reply and tell me what you loved/hated. I genuinely wait with bated breath to see (an honest) reply from you!

6 ChatGPT Prompts To Make You Smarter & Better At Making Decisions

Most people use ChatGPT to avoid thinking. Ask question, get answer, move on. But what if you used it to think better instead?

These prompts turn ChatGPT into the strategic advisor you (probably) can't afford - one who questions your assumptions, spots your blind spots, and pushes back on bad ideas. Get honest, critical thinking that makes your ideas stronger.

1. Challenge my thinking 

When to use it: Before you commit to any big decision - launching a product, accepting an offer, making an investment.

Here's my idea/plan: [insert]. Act as a critical thinker — question my assumptions, logic, and blind spots. Stress test my reasoning without rewriting my idea."

2. Reframe through a different lens 

When to use it: Your message isn't landing, your product isn't selling, or you're stuck seeing things one way.

Here's the core idea: [insert]. Reframe it from new angles — e.g., a fresh audience POV, an emotional trigger, or a different positioning strategy.

3. Structure my messy ideas 

When to use it: You have 47 thoughts swirling but can't form a coherent plan or you're overwhelmed by your own brain dump.

Here's a messy brain dump: [insert notes/fragments]. Turn it into a clear outline or framework — keep my voice, don't add new ideas.

4. Spot hidden assumptions 

When to use it: Something feels risky but you can't pinpoint why, or you're about to invest significant time/money.

Here's my plan: [insert]. Identify the hidden assumptions I'm making — especially ones that could be wrong or risky.

5. Stress-test with scenarios 

When to use it: Planning a launch, making a career move, or any decision where you need to prepare for multiple outcomes.

Here's my strategy: [insert]. Show me 3 best-case, 3 worst-case, and 3 likely scenarios that could play out.

6. Play devil's advocate 

When to use it: Everyone's agreeing with you (red flag), or you need to prepare for tough questions and criticism.

Here's my plan: [insert]. Argue against it as if you fully disagree with me. Be blunt - what would critics say?

These prompts won't give you easy answers - they'll give you better questions. They'll poke holes in your logic, reveal what you're not seeing, and prepare you for the criticism you haven't thought of yet.

The difference between successful people and everyone else isn't that they have better ideas. It's that they stress-test their ideas before the real world does it for them.

Now you have the tools to do exactly that.

Back to the pool (and the cocktails) for me. Try these prompts this week - especially on that idea you're 100% sure about. Those are usually the ones that need the most questioning.

When you’re ready…

Let’s create your first or next digital product and get it selling in 24 hours with AI and my foolproof 9-step system inside my First Sale Fast challenge!

If you enjoyed today's newsletter AND got to the end of it, I’d love a quick click on the poll below to let me know what you think 💜.

See you next Tuesday,

Jess xx