https://7f57629a.jeremiahwindle.pages.dev/tags/transition/Recent content in Transition on Jeremiah WindleHugoen-usWed, 01 Apr 2026 00:00:00 +0000https://7f57629a.jeremiahwindle.pages.dev/blog/msp-to-enterprise-skills/Wed, 01 Apr 2026 00:00:00 +0000https://7f57629a.jeremiahwindle.pages.dev/blog/msp-to-enterprise-skills/Four years in an MSP seat gives you something that’s genuinely hard to get in enterprise IT: breadth under pressure. When you’re responsible for network infrastructure across 40 different organizations simultaneously — each with different tools, different configurations, and different stakes — you develop a kind of situational awareness that pure deep-dive engineers often don’t have. But it also leaves gaps. Real ones. This post is an honest accounting of both.