Building an LLM-Powered Job Search Workflow with Claude and Obsidian

Thu, 09 Apr 2026 00:00:00 +0000

Job searching is, politely put, a lot of parallel state to manage. You’re tracking companies and job ads — including the recurring LinkedIn postings that all start to blur together — tailoring resumes, prepping for interviews with three different people at two different firms simultaneously, and trying to remember which version of your pitch you used with which recruiter. It’s a project management problem wearing a people problem disguise.

I spent some time building a workflow to handle all of this with LLM assistance — first with Claude Projects, then evolving toward something more structured after coming across Andrej Karpathy’s LLM Wiki idea. Here’s how it evolved, and why I think the Obsidian-plus-skills approach is genuinely better for this kind of work.

Job Search on René Welches

Building an LLM-Powered Job Search Workflow with Claude and Obsidian