The more I told Claude, the worse it got. Here’s what I do now.

The more I told Claude, the worse it got. Here’s what I do now.

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Descriptions:

Dylan Davis tackles a counterintuitive problem that many Claude and ChatGPT power users encounter: adding more detail to system instructions eventually makes AI output quality worse, not better. The video explains the underlying mechanism — long always-on instructions consume context window space that would otherwise be available for reasoning — and introduces the “skills” system built into both Claude and ChatGPT as a structured solution.

Skills are folders containing a primary markdown file plus optional subfolders for reference templates, scripts, and assets. The key insight is that unlike system instructions, which are loaded in full every session, skills are loaded on demand: the AI only reads a skill’s full contents when a short one-to-two sentence description signals it is relevant to the current task. This progressive loading keeps the active context lean and output quality consistent even as the total instruction library grows large.

Davis demonstrates three methods for creating skills without writing anything manually: extracting a skill from a successful past conversation by prompting the built-in skill creator, running a reverse AI interview to capture a process that exists only in the user’s head, and uploading an existing document for the AI to convert into skill format. Both Claude and ChatGPT ship with native skill-creator tools that handle the file and folder structure automatically. The video is aimed at anyone managing ongoing AI projects with complex workflows who wants a more scalable approach to prompt engineering than ever-growing system instructions.


📺 Source: Dylan Davis · Published March 24, 2026
🏷️ Format: Tutorial Demo