Claude's long context is built for real documents — contracts, board papers, research archives. Which is exactly the material you least want passing through a random converter website on its way there. Convert on your Mac instead; only the text you choose reaches Claude.
When you drop a PDF or Word file into a web-based converter, the original — metadata, embedded content, all of it — lands on a third-party server before Claude ever sees a word. Milldown breaks that pattern: conversion and OCR run entirely on-device, you review the Markdown in the app, trim what shouldn't travel, and paste or drag exactly that into Claude. The original never leaves your Mac; what Claude receives is a decision, not a side effect.
One honest note: Milldown's token counter uses OpenAI's o200k tokenizer as a consistent estimate — Claude tokenizes differently, so absolute counts vary. The ratios hold, which is what matters for "will this fit" and "what does this save". Details in the methodology.
Building retrieval over your documents? Export heading-aware chunks (512–2,048 tokens, Markdown or JSONL) with provenance front matter — source path, timestamp, SHA-256 — so every retrieved chunk stays traceable to its original. The pipeline is in preparing documents for RAG.
Convert privately on your Mac, measure before you send, and make the 200K context count. Free for 14 days.
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