Terry Toh • Side Hustles & Portfolio Careers 🪴

Before you ask AI for a business idea, read this 👇

Don’t ask it what to sell.
Let it ask YOU the questions instead.

Here’s the prompt I use after a brain dump:

“I want to come up with ideas for a potential side business I can alongside my day job, so I want you to be my business strategist and brainstorm this with me.

You’ll find a raw brain dump below about my day job, my hobbies, what I’m learning and the problems I’ve solved, for myself and for others.

First, sort it into the skills I have, the problems I’ve solved and the results I got.

Then interview me about it, one question at a time, to dig deeper, understand me better, clarify the facts, clear up anything that is ambiguous or incoherent, and elaborate more on interesting areas. The goal is to extract enough context from me to identify opportunities that I can explore turning into a side hustle that is aligned with my intentions, working style, values, and goals.

When you have enough, suggest 3-5 things I could offer. For each one, tell me who it’s for, the problem it solves for them and the outcome they’d get. Don’t get too deep into the “how” for now, and focus more on the “what”.

Score and evaluate your suggestions based on ease of implementation, practical constraints, and monetisability. Reject options that score low on these areas, and come up with better options to replace them. Only share your top 3-5 recommendations with me.

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[Paste transcript of your brain dump here]”

I talk mine out with @wisprflow, then work through it with @claudeai

Save this for your next brain dump.

Have you used AI on a side project yet?
Yes / no?

#sidebusiness #secondincome #aitools #workoptional #singapore