EP 158: The ChatGPT Mistake You Don’t Know You’re Making

2 Jan 2026 · 0 min
Episode

2 Jan 2026 · 0 min

0:00

Jordan Wilson explains why ChatGPT doesn't automatically use documents you upload. The 128k context window marketing claim masks a practical limit around 32k tokens, and custom GPTs often skip their knowledge base entirely. Explicitly reference your sources, use token counters, and split large documents into smaller files.

Questions this episode answers

December 5, 2023

November 7, 2023

Announced: 128k tokens; observed/practical: ~32k tokens (~24,000 words)

$20 per month (ChatGPT Plus)

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