Randy Skiles — IT→AI Transition Playbook
rskiles.com — Portfolio

IT Pro
→ AI Builder

25 Years Enterprise IT.
Now Building Real Tools.

I’m a sysadmin-turned-AI-builder documenting every step of the transition — not for engineers, but for IT professionals who’ve been in the trenches and aren’t sure where they stand in the AI era.

You’re not behind. You’re early.

The 25-Year
IT War Story

Enterprise networks. Security incidents. Vendor calls at 2am. If you’ve lived it, you know the judgment that comes from surviving it — and that judgment is exactly what AI can’t replace.

I spent 25+ years in enterprise IT — system administration, network operations, security. The skills I built watching log files at midnight, knowing when something is wrong before the alerts fire — that instinct doesn’t disappear when AI enters the picture.

What I build here is the proof. Each project is a real tool that solves a real problem — documented publicly so other IT professionals can see what’s actually possible without a CS degree.

Every app ships with a YouTube video and LinkedIn article breaking down exactly how it was built.

25+
Years enterprise IT experience
100%
Real tools, real problems
0
CS degrees required to follow along
AI
As a tool — not a replacement

Live Projects

Each one solves a problem I identified. Each one ships with full documentation of how it was built — so you can build yours too.

● Live
Video-to-PDF
Guide Creator

Paste any YouTube URL. The app pulls the transcript, strips the noise, and converts it into a clean step-by-step PDF you can print and use away from your screen.

Claude API YouTube API PDF Generation
Building Now
Next Project
In Progress

Deploying Saturday, May 24th. Follow on YouTube or LinkedIn to see it ship live.

Coming Soon
+
More Tools
On Deck

Each weekend, a new tool. Each tool, a new video. Subscribe to watch the build in real time.

You’re Not Behind.
You’re Early.

If you’re an IT pro trying to figure out where you stand in the AI era, follow along. Everything I build, I document. Everything I learn, I share.