Image: linkingyourthinking.com/linking-your-ai
A self-paced course for building an AI thinking partner that understands your notes, your voice, and your context — instead of starting cold in every chat.
Type: course
By: Nick Milo
When: Launched May 2026
Where it sits in their arc: After (the AI turn)
Where to get it / join: Linking Your AI
What it is
Linking Your AI (LYAI), also presented as “My AI OS,” is a self-paced course (about 17 lessons, 3+ hours) plus a downloadable LYAI Starter Vault for Obsidian. The premise: rather than relying on a generic web chat that forgets you each time, you build an “operating system” layer that gives AI ongoing understanding of your work, voice, and context. It ships with an interactive AI OS Autobuilder and eight built-in systems — Daily Trident, Sherpa, Weekly Review, Rock Tumbler, Chronicler, Janitor, and Courier — spanning 23 skills. Priced around $299 (reduced from $500), with a year of lesson updates. It is explicitly not a prompt-pack or a “let AI write for you” product, and not aimed at developers building agent fleets.
Core ideas
- AI OS — A persistent context layer in your vault so AI understands your notes and voice, instead of cold-starting each session.
- Use AI without losing yourself — Milo’s framing: AI as a thinking partner that strengthens your judgment, not a replacement for it.
- Skills + systems — Reusable, named workflows (23 skills across 8 systems) rather than one-off prompts.
- Local-first / ownership — Built on your own Obsidian notes, prioritizing privacy and data ownership.
How it connects to the Guild’s practice
LYAI is the cleanest example of a PKM thought leader carrying the “human does the thinking” principle into the AI era — directly relevant for any Guild member weighing how to bring AI into a second/third brain without outsourcing their judgment (see The Disciplines — Many Lenses, One Room). The skills-and-systems structure is a useful reference pattern for members building their own AI workflows on top of a notes vault.
Related works
- Ideaverse for Obsidian — The non-AI counterpart; LYAI’s starter vault is the AI-era sibling of the Ideaverse kit.
- Linking Your Thinking (LYT) — The thinking discipline LYAI assumes; AI sits on top of solid note-making, not instead of it.
Notes from the room
Space for members to add takeaways and how they used it.