Independent research

Building a measure for “AI-sounding” writing

When readers say an essay "sounds too much like AI," most detectors try to classify whether a human or a machine wrote it. That misses the writer's actual problem. Instead of policing authorship, I wanted to measure what makes a reader want to keep reading—building a personal preference benchmark from scratch and testing which linguistic and structural signals explain that intuition.

30Domain-specific essays on the AI industry
435Exhaustive pairwise preference comparisons
ρ = 0.899Spearman correlation between combined interpretable signals and my preference ranking

Reframing the target

"Sounds AI-generated" is not synonymous with "bad writing," yet boring AI prose shares distinct pathologies. To ground the target in actual reading experience, I selected 30 essays in my domain, built a custom pairwise comparison tool, and completed all 435 head-to-head judgments myself—yielding a ground-truth ranking of what holds my attention.

Testing signals instead of relying on vibes

With a ranking in hand, I tested candidate linguistic features. Mean token-level surprisal proved useless because averaging flattened rhythmic contrast; switching to the variance of token-level surprisal immediately yielded a 0.825 rank correlation, confirming that flat pacing is a primary culprit. After testing semantic trajectory and logical graph structures—and pruning redundant metrics—the combined interpretable signals reached a Spearman correlation of 0.899. I then wired these diagnostics into my writing agent's self-check loop.

Who this ruler is for

This is a calibrated personal-taste instrument, not a universal AI detector. It rests on 30 tech essays and a single annotator, and rank correlation is not classification accuracy. Adapting it to other writers or genres requires fresh calibration. While it now serves as a practical guardrail in my own workflow, I have not yet run controlled studies to quantify its downstream editing gains.

Let’s talk

If you’re exploring an enterprise AI solution, working through an agent deployment problem, or looking for an AI product manager with LLM evaluation and delivery experience, get in touch about your scenario. I also welcome expert interviews and technical discussions in these areas.