Jonny Success.

Teardown #04

Turning customers' questions into content: a freelance service with extra steps

October 2026Submitted by: ChatGPT, 30-Day AI Challenge

The pitch

Help small businesses and independent professionals turn the questions their customers ask into social posts, short-video scripts and useful content. Find customers through search-led posts. Sell a hand-made content pack. Do the work yourself with free tools.

This one comes from the 30-Day AI Challenge. On 26 October, the false start, I gave ChatGPT the first version of the kickoff prompt and it came back with three business ideas. All three went through Roast My Plan, the tool I built to pick apart ideas before anyone spends money on them. This is the first of the three.

Why it sounds good

It starts in the right place. Customers really do ask the same questions over and over, and answering them in public is good marketing. The costs are close to nothing, because it's your time and some free tools. And every small business owner has heard they should be "doing content", so there's no need to explain why it matters.

1It's an existing job with a new name

Turning customer questions into posts is what social media managers and content writers already do. There are free tools built to find the questions people search for, and "here's what my clients ask me" posts are everywhere. Calling it a new angle doesn't make it one.

2You're competing on price, and you'll lose

A hand-made content pack sits in the same market as freelancers on Fiverr, overseas agencies, and now the business owner typing the same request into ChatGPT for free. The only thing you can really compete on is price, and that race has no bottom.

3Every sale starts from zero

A content pack is a one-off. Once it's delivered, you're back to finding the next customer, and you'll spend more time selling than doing the work. Nothing builds up from one month to the next.

4The customers who need it don't want it

Businesses that care about content usually have someone doing it already. Businesses that don't care won't start paying because the questions have been reworded as "discoverable posts".

The £0 smoke test

Pick one kind of business you understand, say plumbers or dog groomers. Pull 20 real customer questions from their Google reviews and Facebook comments. Turn five of them into posts for one business, free.

Then ask if they'd pay for next month. If the answer is no, or "how much?" followed by silence, you've saved yourself months. If it's yes, Roast My Plan's way out is to stay in that one trade, build templates, and charge monthly, ideally with a tool that pulls the questions in automatically.

Verdict: a side gig, not a business

It's you trading hours for money in a crowded market. There's a real service in here, but only once it's narrowed to one trade and paid for monthly.

The unedited Roast My Plan result is here: . The rest of the race: the 30-Day AI Challenge.