How to Write a Context Hint That Actually Gets Shown
Four rules, good-vs-bad examples, and a checklist — for when you'd rather write it yourself than generate one.
1. Start with the moment, not the product
The instinct is to describe what you sell. Resist it. Describe who's buying and what they're doing right now — comparing options, hitting a specific wall, about to make a decision. ChatGPT already knows what your ad is for once it's approved; the hint's job is to find the right conversation to put it in front of.
2. Be specific, not broad
"People interested in productivity tools" describes millions of unrelated conversations and matches almost none of them well. "Solo founders comparing project-management tools because their team just grew past five people" describes one clear situation — and it's the specific version that actually triggers. Specificity isn't a stylistic choice here; it's the mechanism.
3. Keep it to one or two sentences
Once a hint tries to list every possible buyer or every possible use case, it stops describing anyone in particular. If you're tempted to add "and also," that's usually the sign you need a second ad group with its own hint, not a longer sentence.
4. Don't keyword-stuff it
Context hints are matched by meaning, not text, so stacking synonyms or repeating your product category doesn't help the way it would in a search campaign — it just makes the sentence read worse. Write it the way you'd describe the buyer to a colleague, not the way you'd fill in a keyword list.
Good vs. bad
Too broad
“Businesses looking for software to help with invoicing and payments.”
Specific
“Solo founders and small agencies evaluating AI tools to automate client invoicing, payment reminders, and late-fee tracking without hiring a bookkeeper.”
Checklist before you save it
- Names a specific audience, not a broad category
- Describes a situation or trigger, not just a product category
- Reads as one or two sentences, not a list
- Has no repeated or stacked synonyms
- Would make sense read aloud to a colleague
Or skip the guesswork
The free generator writes a candidate grounded in real ChatGPT ad data, not a template — you can still edit it from there.