MSP to Enterprise: Skills That Transfer and Gaps You Need to Close
Four years in an MSP seat gives you something that’s genuinely hard to get in enterprise IT: breadth under pressure. When you’re …
MSP → Enterprise · Building in public
Jeremiah
Windle
Network & Infrastructure Engineer
4+ years in MSP — 100+ organizations, 3,000+ endpoints. Hands-on with Cisco, Fortinet, Azure, and the full security stack. Documenting the build toward enterprise infrastructure engineering, one lab at a time.
100+
Client Orgs
3K+
Endpoints
CCNA
In Progress
Target June 2026
4yrs
MSP Experience
Cert Path:
CompTIA A+
MS-900
SC-900
CCNA
AZ-104
SC-200
AZ-700
CCNP
AZ-305
Latest Writing
From the Blog
SIEM Platforms Compared: Kibana vs Perch vs Splunk From an MSP Seat
Most SIEM comparisons are written by vendors or analysts who’ve seen the demos. This one is written by someone who’s used these …
Entra ID Conditional Access: Real Policies, Real Scenarios, What to Actually Enforce
Conditional Access is one of those features where the gap between “we have it enabled” and “we have it configured …
My CCNA Study Plan: Resources, Schedule, and How I'm Using Physical Lab Gear
Target date: June 2026. Here’s the actual plan — resources, schedule, lab setup, and where I’m struggling. Why the CCNA Matters …
Daily Toolkit
Tech Stack
Networking
Security
Infrastructure
Automation
Open Source
Scripts & Tools
Network Config Backup
SSH into multiple Cisco devices and pull running configs automatically. Saves timestamped backups to local disk. Built with Netmiko and designed for MSP multi-device environments.
Ping Sweep
Fast subnet ping sweep with logging. Outputs live and dead hosts to a CSV. Built for quick network discovery across MSP client sites.
Homelab
The Lab
Two-host VMware vSphere cluster running on a Dell PowerEdge R630 and HP ProLiant DL380. Physical Cisco ASA 5516-X and 3750G stack for real networking labs. Every protocol, config, and script is tested on actual gear before it ends up on this site.
Dell PowerEdge R630
HP ProLiant DL380
Cisco ASA 5516-X
Cisco 3750G Stack
GNS3 + EVE-NG
Proxmox VE (in progress)
lab@r630:~$ pvecm status
Cluster information
Name: homelab-cluster
Config Version: 2
Transport: knet
Nodes: 2
Expected votes: 2
Highest expected: 2
Total votes: 2
Quorum: 2
lab@r630:~$ show version | i IOS
Cisco IOS Software, Version 12.2(55)SE12
lab@r630:~$ █