Episode 429: Getting started with LLM Wikis
From Microsoft Cloud IT Pro Podcast by Ben Stegink, Scott Hoag
June 4, 2026 · 44 min
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
- Episode 427: Copilot Cowork Hands-On Experiences · May 7, 2026 · 32 min
- Episode 426: Claude Cowork vs Microsoft 365 Copilot Cowork · April 23, 2026 · 52 min
- Episode 425 – Exploring Collaboration and Governance at the MVP Summit with Joy Apple · April 9, 2026 · 50 min
- Episode 424 – A new frontier for Microsoft 365 with E7 · March 26, 2026 · 34 min
- Episode 423 – Non-Human Identities in Microsoft Entra with Eric Woodruff and Chris Brumm · March 12, 2026 · 39 min
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