Fractional CTO · Automation · AI-Assisted Delivery

I build the software your business runs on — and kill the manual work slowing it down

I’m JD Sileo, a solo systems builder. For twenty years I’ve shipped custom internal tools, wired disparate business systems together, and modernized the networks and phones behind a 10-location, three-state retail and distribution operation — no agency, no bench, no account manager between you and the person doing the work.

Warehouse technician scanning inventory with a handheld device and tablet
group of people using laptop computer
Smiling business owner working at a laptop with a point-of-sale screen
Analyst on a phone reviewing a live performance chart on a laptop

Stop Doing It by Hand

Tell me what’s slowing your business down — I’ll show you what I’d automate first. Twenty years of experience, one builder, no runaround.

What I Do

Here’s where I do my best work — from automation and custom software through infrastructure, telecom, and technology strategy. Every card links into the portfolio, so you can see the real projects behind each skill.

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Workflow Automation & Custom Internal Tools

I build bespoke line-of-business software — mostly PHP and MySQL — that replaces rigid vendor platforms and the manual back-office work your staff does by hand: returns modules, claims and delivery-fee audits, digital assistants, and paperwork automation.

35 custom software & automation builds shipped — including a damage-claims automation system credited with recovering over $1M, an automated warehouse returns module, and digital coupon delivery cut to 2.5–6¢ each from 11¢ on paper.

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Abstract glowing data-network mesh

Systems Integration & Middleware

I wire disparate business systems together over REST APIs and middleware so data flows automatically — POS to dispatch, service tickets to payment, corporate feeds to inventory — and your team stops reconciling spreadsheets between billing, field service, and stock.

25 integration projects, including a DispatchTrack order-sync connector and a payment-processing integration that applies customer payments to service tickets in real time.

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AI-Assisted Development & LLM Integration

I use ChatGPT, OpenAI Codex, and Claude Code as build accelerators to ship real production software faster — and I embed LLMs directly into business workflows where they earn their keep, not as a demo. Custom GPTs, MCP tooling, and multi-agent orchestration.

17 AI-assisted builds, including World of Statecraft — a redistricting engine spanning ~951,000 real-world jurisdictions on Laravel, PostGIS, and multi-agent orchestration.

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Operational Dashboards & Reporting

I turn raw operational data from your POS, service, call, and asset systems into real-time, leadership-facing dashboards, KPI models, and performance rankings — so you’re managing off live numbers instead of last month’s export.

A Chart.js service dashboard visualizing ticket volume, scheduling, and agent performance live, plus a unified call board tracking talk-time across sales, service, and care teams — after which agent call performance climbed over 80%.

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Network Infrastructure & Multi-Site IT

I design and run the networks behind multi-location operations — pfSense/UniFi firewalls, multi-WAN failover, structured cabling, Wi-Fi, and full store openings, renovations, and relocations — plus emergency disaster-recovery response when hardware dies.

31 infrastructure projects, including converting 12 locations from Fortinet FortiWANs to pfSense and building segmented guest and employee Wi-Fi on pfSense and UniFi.

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Racks Amravati Data Center

Cloud, Identity & Microsoft 365

I migrate and manage Microsoft 365, Exchange, Azure, and Google Cloud environments — Active Directory, MFA, and identity/access — and roll out SharePoint, Teams, and OneDrive plus the endpoint fleets your people actually work on.

Migrated 150+ users from on-prem Exchange 2007 to hosted Exchange 365 and stood up a data center on Microsoft Azure.

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VoIP & Unified Communications

I move businesses off aging PBX platforms onto cloud-hosted 3CX, consolidate SIP trunks, and add Twilio SMS/MMS, AD-integrated click-to-call, and CDR reporting — usually driven by killing cost and improving reliability.

A cloud-hosted 3CX PBX conversion with AD-integrated click-to-call, plus a Verizon Wireless bill cut from nine lines to two that had averaged about $700 a month.

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Fractional CTO & Technology Strategy

When you need someone accountable for technology decisions — not a help desk — I act as your fractional CTO: vendor selection, build-vs-buy calls, AI readiness, and roadmaps. I’ve built and run this infrastructure as an operator, not resold someone else’s.

Fourteen years running the technology behind a 10-location, three-state retail operation — custom software, integrations, networks, cloud, and telecom — backed by two decades of independent IT consulting. The same person who does the work advises the strategy.

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Why Work With Me

20 Years of Tailored Expertise

I've been building, fixing, and running business technology since 2005 — infrastructure, software, and telecom. Chances are I've already solved a version of your problem, so you get proven patterns, not experiments.

Open Source Savings

I reach for proven open-source and low-cost platforms first — pfSense instead of firewall licensing, self-hosted tools instead of per-seat SaaS — so your budget goes to outcomes, not subscriptions.

Commitment to Flexibility

No contracts, no minimums — I work month-to-month. Scale me up for a big build, down for maintenance, or off entirely. I earn the next engagement by delivering this one.

Get Your Time Back

Automation is the highest-ROI work I do — the 100,000+ hours I've saved clients came from killing repetitive manual tasks. If your team does it by hand every week, I can probably make it automatic.

How I Build

Complex behind the scenes. Simple where it counts.

Testimonials

A few words from clients and colleagues I've worked with.

Let's talk about what you're trying to fix

Tell me the manual process, the systems that won’t talk to each other, or the technology decision you’re stuck on. You’ll deal with me directly — the person who’ll actually build it — not a sales rep. If it’s a fit, I’ll tell you; if it isn’t, I’ll tell you that too.

Portfolio

I design and build automation-driven systems that connect applications, infrastructure, and people. My work spans LAMP development, enterprise integrations, telecom platforms, and long-term modernization initiatives—focused on reliability, scalability, and practical impact.

Coding workstation with a laptop
Web Development & Platforms
JDSileo.com Redesign & Platform Revamp

A ground-up revamp of my own platform: 123 case studies elevated into one design system, 170 branded archives, and a one-page site with a scored intake and live Teams booking — built AI-assisted with Claude Code (Opus & Fable).

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Civic Political & Thought Leadership
World of Statecraft

An open-source, federated governance platform that compiles a written constitution into running software — PR-STV elections with cryptographic ballot secrecy, courts, and a redistricting engine over ~951,000 real-world jurisdictions. Laravel, PostGIS, Vue, Matrix, Docker.

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