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(blogs let others gawk)

May 15, 2026

Grammar assistance tools have been commercially available since the mid-1980s.

Filed under: LinkedIn — Tags: , , , — Bryan @ 2:20 pm

They were successful enough that Microsoft has built grammar checking into Word since 1992. Grammarly alone has 30 million daily users.

For forty years, the message has been clear: use the tools, improve your writing.

Now a student in Palo Alto is staring down a C on his transcript because an AI detector flagged his essay. His family submitted over a thousand pages of evidence… drafts, timestamps, full Google Doc revision history. The district’s response was “we can’t resolve this” so the student pays the price.

The detector’s own maker admits to a +/- 15% margin of error. Independent researchers have shown these tools flag non-native English speakers at higher rates (likely because they’re working harder to master the rules). Grammarly use alone can trigger a positive. I’ve seen it in my own tests!

But the problem goes deeper than bad tooling. AI writing models were trained on good human writing. They learned to mimic it. Which means the better you write (whether you use assistance tools or not) the more you look like a language model. If you’ve learned to write competent, clean, well-structured prose, you are now statistically indistinguishable from the thing we’re trying to detect.

The detectors aren’t broken. The premise is. We trained AI to write like skilled humans, then built tools to catch skilled humans writing like AI. That’s not a technology gap waiting to be closed. It’s a circle.

We either use the tools or we don’t. This half-a**ed middle ground where students, teachers, and families all get caught in the crossfire helps no one.

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