Building TentacleOS: My AI-Powered Knowledge Management Experiment

If you're like most executives or professionals I know, your knowledge management system is held together with digital duct tape. Mine certainly was. Scattered notes across Notion and Obsidian, brilliant insights from client calls buried in random documents, and strategic frameworks living in my head rather than somewhere I could actually find them later.

Sound familiar? You're not alone. As CMOs, small business owners, and independent consultants we're constantly context-switching between client campaigns, business development calls, content creation, and strategic planning. Each project generates insights, frameworks, and decisions that should inform future work, if only we could find them when needed.