About this episode

Scott and Ben explore LLM wikis and personal knowledge management using various AI tools and markdown.

Welcome to Episode 429 of the Microsoft Cloud IT Pro Podcast. In this episode, Scott and Ben dig into the concept of LLM wikis, specifically building personal knowledge management vaults using Obsidian, markdown, and AI tooling like Claude Code, GitHub Copilot CLI, and Copilot Cowork. The core idea comes from a gist by Andrej Karpathy and involves creating a structured folder of markdown clippings that an LLM can reason over to extract entities, concepts, and sources, building a searchable, graph-linked knowledge base over time. Scott walks through how he wired up Obsidian Web Clipper and an RSS Dashboard plugin to feed articles into his vault automatically, then had the LLM help build a Python script to automate the ingest workflow and cut down on token usage. The conversation expands into how Copilot Cowork fits into this workflow as a scheduling harness, with practical examples of using it to pull email from an inbox daily, convert messages to markdown, and generate a prioritized to-do list. Ben shares how he applied the same approach to 428 episodes of podcast transcripts, and both hosts note that token costs can run high fast without some upfront thinking about optimization…

People in this episode

Hosts: Scott Hoag, Ben Stegink

Topics covered

• LLM wikis
• personal knowledge management
• Obsidian
• AI tooling
• markdown
• automation
• data policies

Keywords

• LLM wikis
• Obsidian
• markdown
• AI tooling
• automation
• knowledge base
• token usage

Mentioned in this episode

Products: Obsidian, Claude Code, GitHub Copilot CLI, Copilot Cowork

Books & works: Episode 429, 428 episodes of podcast transcripts

More episodes of Microsoft Cloud IT Pro Podcast

• Episode 428: Migrating Group Policy to Microsoft Intune · May 21, 2026 · 41 min

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