Skip level management is a deliberate practice where leaders periodically meet one-on-one with employees two organizational levels below them, bypassing the direct manager. This creates a direct listening channel for feedback, cultural alignment, and strategic awareness. In a typical org chart, a VP might skip-level with individual contributors (ICs) while their managers are present only for context, if at all. The practice originated in Silicon Valley and is now widespread in tech, finance, and fast-growth companies. It's distinct from open-door policies—it's structured, intentional, and scheduled.