https://7f57629a.jeremiahwindle.pages.dev/categories/career/Recent content in Career 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.https://7f57629a.jeremiahwindle.pages.dev/blog/ccna-study-plan/Thu, 15 Jan 2026 00:00:00 +0000https://7f57629a.jeremiahwindle.pages.dev/blog/ccna-study-plan/Target date: June 2026. Here’s the actual plan — resources, schedule, lab setup, and where I’m struggling. Why the CCNA Matters for Me Specifically I’ve been managing Cisco Meraki, Fortinet, and UniFi networks across 40+ client organizations for four years. I can configure a FortiGate firewall policy, troubleshoot a VLAN trunk, set up a site-to-site VPN, and triage a flapping BGP session at 2am. The CCNA doesn’t teach me most of this — I’m already doing it.