s. shaboobalaLet’s talk

JERRY GAINES / TECHNICAL OPERATIONS + AI + CLOUD

Curiosity.
Built into
something real.

I bring 8+ years of experience in technical operations, IT service management, and support to the things I build. Reliable systems. Practical solutions. A little imagination.

Jerry Gaines seated outdoors
THE PERSON BEHIND SHABOOBALAHi, I’m Jerry.
AI & APPLIED EXPERIMENTSIT SERVICE MANAGEMENTCYBERSECURITYCREATIVE TECHNOLOGY

01 / SELECTED WORK

Ideas put to work.

Personal projects built to explore, learn, and connect.

Fantasy artwork from the original Auto DM project

FEATURED PROJECT / AI + PLAY

Auto DM
(Anansi)

An AI-powered dungeon master for friends who can’t always get around the same table. Custom worlds, characters, and stories that keep moving.

Python / FlaskAWSGenerative AI
Inside the project

02 / A LITTLE CONTEXT

A technical mind.
A human approach.

I’m Jerry Gaines. I turn complex technical problems into clear next steps, drawing on experience in database reliability, IT service management, and cloud applications.

At IBM, I worked in database reliability engineering. Through TEKsystems, I later supported Apple’s Wallet, Payments, and Commerce infrastructure, connecting incident analysis with practical improvements.

Shaboobala is where that professional experience meets my curiosity: AI, cybersecurity, and the occasional Dungeons & Dragons adventure.

More about my experience

03 / WORK TOGETHER

Make your next move.

Practical help with technology, ideas, and what comes next.

01

AI Risk & Exposure Assessment

An independent inspection of your website’s AI-related risks and exposed attack surface. Receive a clear report of observed exposures, potential impact, and priorities to share with your technical team.

Assessment and reporting are the service. Your chosen team handles remediation.

02

Freelance development

Turn an idea into an application, connect services through APIs, or explore an AI-powered prototype.

03

Management consulting

Product, program, and project guidance to clarify priorities, coordinate technical work, and move delivery forward.

Let’s discuss what you need

04 / FROM THE NOTEBOOK

Thinking out loud.

Build notes, lessons learned, and things worth exploring.

AI / EXPLAINED

Google’s FunctionGemma for quick understanding

PROJECT / BUILD NOTES

Creating Auto DM (Anansi)

PERSONAL / REFLECTIONS

Getting it together: my first post

HAVE A PROJECT, A QUESTION, OR A GOOD IDEA?

Let’s make
something happen.