Work · National food brokerage · Jan 2026
Internal IT Documentation Library (Python-generated)
Skills exercised
Authored and shipped a 52-file, roughly 29,000-word production-grade IT documentation library covering the on-premises and hybrid infrastructure end to end: Active Directory, Group Policy, network and firewall, servers, RDS, naming standards, procedures, and troubleshooting. 15 documents are fully complete and production-ready (every command, every setting, every configuration), with additional naming standards and templates alongside. Generated and regenerable via a Python script.
This is "documentation as code" applied to enterprise IT infrastructure: not a static Word document, not a hand-tended SharePoint wiki, but a code-driven artifact that can be regenerated, versioned, diffed, and improved with the same engineering discipline applied to the infrastructure itself.
The 10 documentation domains
- 00 Index Master navigation plus an admin-tools-and-resources index.
- 01 Active Directory OU structure, delegation model, security-group catalog, template-account patterns, per-user admin accounts, break-glass account procedure.
- 02 Group Policy Server baseline, IT local-admin rights, Windows Update scheduling, RDS user settings (OneDrive Files On-Demand, printers, Storage Sense), software-deployment GPOs.
- 03 Network VLAN design, IP-addressing standards, firewall configuration patterns, DMZ security architecture.
- 04 Servers Server inventory by role, Hyper-V configuration including CredSSP setup, PowerShell remote-management patterns.
- 05 RDS Remote Desktop Services reference within the library. The full platform (multi-site deployment, gateway architecture, certificate automation) is written up in its own project entry.
- 06 Applications Templates for line-of-business app documentation.
- 07 Security Templates for security policies and procedures.
- 08 Procedures Templates for onboarding, offboarding, backup, incident response.
- 09 Troubleshooting A Quick Reference Card plus templated troubleshooting guides.
- 10 Standards Four complete naming standards (Computer, Server, Entra ID Group, Microsoft 365 Groups).
Why "documentation as code"
- The whole library can be regenerated when conventions change without manually editing each affected document.
- Diffs are meaningful A change in source content shows up cleanly in version control rather than as hand-edited document with hidden style markup.
- Distribution is trivial The script produces a single zip that anyone on the team can extract.
- Revision history is real Each document carries a revision history block; source carries the full diff history.
What this enables
- New IT team members ramp from documentation rather than from existing-team conversation. A new offshore-helpdesk hire started with a structured complete-document set to learn from before authoring KB articles of their own.
- Compliance and audit posture improves: the documented configuration matches the live configuration, so CISA ScubaGear baseline assessments, Conditional Access review, GPO settings review, and firewall ruleset review all run against the same source of truth the IT team uses operationally.
- Continuity insurance The on-prem infrastructure can be operated from the documentation by someone who was not there when it was built.
What this demonstrates
- Documentation-as-code discipline applied to enterprise IT infrastructure. Most IT documentation is a stale Word file in a SharePoint folder; this library is a regenerable, versioned, structured artifact.
- Depth of infrastructure knowledge Roughly 29,000 words reflecting actual architecture and operational detail across every GPO, every firewall rule, every server, both hypervisors with CredSSP, all four RDS roles, the full security-group catalog, and the complete VLAN scheme. What an IT Director's architecture knowledge looks like written down.
- Engineering instinct applied to operations Python-generated documentation, consistent revision history, version-controlled source, FINAL_STATUS companion file distinguishing complete from templated. Software-engineering norms applied to ops work.