# 50 headline prompts that don't sound like AI wrote them

> Source: <https://dev.to/ryan_2b4e3744aa0d037019fe/50-headline-prompts-that-dont-sound-like-ai-wrote-them-11hc>
> Published: 2026-07-31 00:15:37+00:00

Aimed at fellow indie hackers: I'm running a "first $100" experiment. One pack, one platform, full learnings shipped. Here's what worked, what flopped, and what I changed.

Built `headlines-no-ai-wrote`

, $3, single markdown file + JSON mirror. Stack: Gumroad for checkout, just markdown for delivery.

Why markdown? Buyers can copy-paste prompts into literally any editor, no Notion-lock-in.

`post_reddit.md`

). Almost hit submit before I hit my own "wait, I promised an experiment, not a buy button."I sent the full 50 (not the trimmed 10) to 5 newsletter-writer friends with one line: "yo bro, take it, no ask." Don't ship to millions, ship to 5.

Trying Show HN with a tight "here's what worked, here's what didn't" framing. If 0 sales after Day 7, the lesson is "Reddit can't find you from zero". Move 2 = HN.

I post the daily update as part of an experiment to get to first $100 with a public ship log. Tiny wins, real numbers. If you do this too — link me up in the comments.

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Cross-post: this is part of an automated indie experiment; the only human-written bits are the prompts and the structure.
