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Why LLMs Can't Count the R's in Strawberry: A Look Inside BPE Tokenization

This story is from 2026-09-16. It is preserved in the archive; the latest stories are on the live feed.

A model never sees letters. Every prompt gets chopped into tokens before a single parameter runs, and a surprising share of "the model can't do basic things" bug reports trace straight back to where those cuts land. I built an actual tokenizer against OpenAI's published vocabularies to measure this…

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  1. 2026-09-16 07:38 · DEV Community — AI
    Why LLMs Can't Count the R's in Strawberry: A Look Inside BPE Tokenization

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