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Hat Boy Software

Cloud · Security · AI engineering · Oxford, Mississippi, since 2015

Cloud, security & AI engineering. Measured, not assumed.

A senior engineer leads every engagement. We find what is actually wrong, fix it at the root, and hand you evidence an auditor, a board, or a buyer can check. On Azure, AWS and Google Cloud.

Prefer to talk? (662) 626-0732, answered 24/7 by the AI receptionist we built and run.

  • Since 2015
  • Clients 5–8 year relationships
  • Clouds Azure · AWS · Google Cloud
  • Microsoft Certified: Azure AI Engineer Associate
  • Microsoft Certified: Fabric Data Engineer Associate
  • HashiCorp Certified Implementation Partner — Terraform, Vault & Consul

Who we work with

Built for where your business is right now. The same senior engineers, scoped to the size of the problem, and every engagement quoted before work starts.

Small business

Your phone and your product, handled

For owners who live on the phone, or who shipped an app fast and now need it to be safe with real customers.

  • AI Receptionist: answers every call 24/7 and files each caller in your CRM.
  • App Stabilization: a fixed-fee review of an app built fast, with every fix individually priced.

Tell us what you need

Growing & mid-market

A senior engineer on your platform, without the hire

For teams whose cloud estate grew faster than the people running it, and whose bill nobody can fully explain.

Request a baseline audit

Enterprise & regulated

Compliance you can hand to an auditor

For healthcare, financial services and AI platforms where "it works in the demo" is not enough.

Talk to an engineer

What we do

The layer beneath the product

Cloud estate, security controls, data and AI infrastructure: the parts that decide whether software is safe, reliable and affordable to run.

How we work

Assess, fix structurally, prove it

  1. Step 1

    Assess, read-only

    A senior review of your app, cloud estate or AI platform, scoped and quoted before work starts. It ends in a prioritized plan you own, whether or not we do the work.

    Read-only baseline audit of a SaaS estate: 52 findings, 9 critical and 11 high.

  2. Step 2

    Fix the class, not the instance

    Database-enforced isolation, keyless identity, money movement a retry cannot duplicate. Formal change control on live systems and infrastructure-as-code on new ones.

    Tenant isolation enforced in the database, so a code bug cannot leak another customer's data.

  3. Step 3

    Prove it, then hand it off

    Evidence an auditor, a board or a buyer can check, plus run-books and knowledge transfer. If a fix will not save what we hoped, we say so.

    Change records, before and after metrics, and a documented path to run it without us.

Who we are

Small on purpose, senior by design

Hat Boy Software was co-founded in 2015 by September Gray and Matthew Gray in Oxford, Mississippi. The people you meet are the people who do the work: a senior engineer owns each engagement end to end, from architecture to run-books to knowledge transfer.

Matthew, our CTO, is a systems engineer with more than 25 years of hands-on delivery, from embedded firmware to multi-cloud platforms and enterprise AI. He holds an M.S. in Electrical Engineering and a B.S. in Computer Engineering from Mississippi State University.

Founded
2015, Oxford, MS
Engagement lead
Always a senior engineer
Clients served
Healthcare, fintech, SaaS, logistics
Longest relationships
5–8 years and counting

More about the team →

Start here

Not sure where to start? Start with an assessment.

A senior review of your app, cloud estate, or AI platform. Scoped and quoted before work starts. It ends in a prioritized plan, so you decide what to fix and when.

  • A senior engineer reads every note.
  • Scope and price are agreed before any work begins.
  • The plan is yours to act on, with us or without us.

No obligation. We use your details only to reply to you. Prefer email? info@hatboysoftware.com