Jason LeeGrammarly
Item 18 of 45
Grammarly sells a floor, and charges you for the ceiling you already owned
Twice, in six years of consulting, a partner handed back a document of mine having read exactly one page. The second time, the page carried a line under my phrase "leverage synergies across workstreams" and nothing beside it, which was the punishment; a comment would have been a conversation, and the bare line was a verdict. The rewrite that survived, six weeks later, contained no phrase I was proud of, and it worked, and it taught me the distinction I have been circling ever since, the one between prose that is wrong and prose that is not yet mine, because the first is a defect and the second is usually the work. Every tool I have tested since has been a claim about where that line sits. The partner never learned my name, and I have decided, in the way you decide things that cost you nothing at the time, that this was a gift.
The turn is this: Grammarly is a claim about the line, drawn from the far end. It watches everything you type and annotates it in real time, and its central offer is the floor, the guarantee against typos, dropped commas, and the sentence a hiring manager will judge. That offer is good, is mostly free, and has made the company wealthy enough that it now bundles Superhuman, which tells you something about the margins in correction. What the paid tier sells is a different thing wearing the same interface: an opinion about your ceiling, delivered as a number.
The correction is superb, and the score is the product
Start with the mechanics, because the floor is genuinely excellent. PCMag's January 2026 review rated the product Excellent and called it superb at catching spelling and punctuation (the review is here), and my own testing agrees, on everything from email to a manuscript chapter, the red underline catches real errors at a rate no human editor could match for speed, and the free tier, which includes a hundred AI generations a month, covers most of what a careful person needs. The paid tier, Pro since the rebrand, runs twelve dollars a month billed annually or a brutal thirty monthly, and for it you get tone suggestions, rewrites, a plagiarism check, two thousand AI prompts, and a score. The score is the interesting part. It is computed from your stated audience, formality, and intent, and it arrives as a single number that rises when you comply. I watched my own draft climb from 92 to 98 across an afternoon of accepting suggestions, and I want to be precise about what happened in that interval. The prose got smoother, and I could not locate a single sentence that got better. That is not a defect of implementation. That is the product working.
One subscription sells the disease and the diagnostic
Now the audit, and Grammarly earns the sharpest version of it. The Pro plan's marquee features in 2026 include, on the same interface, an AI that rewrites your sentences and a detector that catches text written by AI. The company charges for the generation and charges again for the detection, and if that arrangement survives your attention for one full second, consider the incentives: the same revenue is captured at both ends of the machine that makes machine prose and worries people about machine prose. There is a version of this in every industry, the insurer who also sells the repair shop, and we usually notice it. Nobody noticed here, because the invoice is small and arrives monthly. The plagiarism tool deserves its own sentence: PCMag found that quotations from published work, properly attributed, get flagged as plagiarized, which means the feature's false positives fall hardest on the one group that actually quotes sources. A tool that punishes citation is not a tool about integrity. It is a tool about pattern-matching, sold to institutions that wanted the appearance of integrity by the deadline.
The floor is access, not vanity
The other side's best version starts with a person, not a policy. Most people are not writing essays. They are writing the email to the parent, the cover letter, the message to a landlord in a second language, and for them the floor is not a vanity, it is access. A colleague of mine who writes English as her fourth language calls the free extension the single most useful thing on her computer, and I have no counterargument to her, only to the price tag attached to the version that makes you feel monitored. The G2 data says the same in aggregate: daily professional writers rate it as confidence, students and light users rate it as expense, and both readings are honest. What the counterargument cannot rescue is the score, because the score is the paid product's real interface, and a number that improves when you accept suggestions is not assessment. It is compliance with a grade attached. Nobody writes for the number on purpose. The number arrives, and six months later the writing has quietly learned to anticipate it, which is the mechanism every workplace metric I have ever audited has run on.
The verdict is conditional, and the condition is sharper than usual. If your writing is a floor problem, use the free tier, which is genuinely generous, and stop there. If you have been sold the score, notice that the ceiling it measures toward is a house style owned by a company that also sells the plague it claims to diagnose. The line between wrong prose and not-yet-yours was never theirs to draw. It was always drawn, slowly and unpaid, on the fire escapes of this trade, and every version of it you accept from a browser extension is one you'll stop being able to draw yourself.