You're grading a stack of Gatsby essays and one stops you. It's smooth, confident and oddly empty. It quotes the green light, mentions the American Dream, and never once sounds like the kid who wrote it.
AI detectors won't settle it. Their scores are guesses, and a guess is hard to defend in a parent meeting. What you can do is check the essay against the book and against your classroom, because that's where chatbots slip.
We ran our Great Gatsby assignments through ChatGPT, Gemini, Grok and Claude this fall and wrote down every mistake. Here are seven that came up again and again. One on its own isn't proof; it's a reason to look closer and talk with the student.
This was the most common tell, and the easiest to spot. Look for brackets like "[classmate's name]", blanks like "p. ___", a "Before you submit" checklist with every box ticked, or a line like "personalize this with your own example." That's the chatbot talking to the student, and it got pasted in.
Chatbots blend the book with the 2013 and 1974 films. Two favorites: Nick telling the story from a sanatorium, and Gatsby hearing the phone ring and thinking it's Daisy just before he's shot. Neither happens in Fitzgerald's novel.
If you assign an essay mid-book, ask for it before Chapter 6. Chatbots know the ending and can't help using it. Watch for the Plaza Hotel, Myrtle's death, George Wilson, or Gatsby's death. Chapter 6 details leak too: the name James Gatz, his North Dakota farm childhood, Dan Cody, or "Can't repeat the past?"
Gatsby is buried in rumors, and chatbots shuffle them. A common one puts the Kaiser rumor at Gatsby's party. In the novel, Catherine says it at Myrtle's apartment in Chapter 2. Careful: Chapter 4 opens with its own list of rumors, so check against your edition before you flag it.
Chatbots produce lines that sound like Fitzgerald but aren't in the book. They also splice an invented sentence into a real passage, or slightly misquote famous lines. Check the whole quote, not just its opening, and check the page number against the edition your class uses. Chapter-only citations and wrong page numbers are a quiet tell.
Gatsby's past is easy to scramble. Chatbots had him meeting Daisy after the war rather than in Louisville in 1917, or mixed up Dan Cody, Oxford and Meyer Wolfsheim. Minor characters get invented fates too, especially Jordan Baker, Owl Eyes, Klipspringer and Michaelis.
The last tell is a feeling you can name. The essay weighs "on one hand" against "on the other" and never commits. The wording is inflated, there are no mistakes, and the personal example is a generic "many people" or a setting that doesn't fit a teenager's life. Compare it with what this student writes in class.

A canary is a reason to talk, not a verdict. Start with what the student did in front of you, then have a short conversation.
A clean essay with no placeholders isn't proof either way. A student can answer a chatbot's follow-up questions and tidy up the result, which is why the next section matters more.
Catching AI after the fact is tiring. It's easier to write Gatsby prompts where a pasted answer stands out on its own. Every one of these is visible and fair to every student:

If you'd rather not build all this yourself, our Great Gatsby AI-Resistant Unit has it ready for Grades 10–12. It's a 17-page printable PDF with:
It's $11.99 on Teachers Pay Teachers (TpT) and Etsy.
Not teaching Gatsby this year? Get the free AI Essay Canary Checklist: two pages with 8 canaries you can build into any essay prompt and 9 signs to check while grading.