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George Dedopoulos

Blue Mountains, Ontario

I build you a
digital employee .
Start with the one thing that eats your week.

I've been solving hard technical problems for 20 years. I come inside how your business already runs, build the thing in where it actually fits, and stick around while it settles. Not a demo, not a tool you have to learn. A job already done.

See what I do

Independent since 2007.

The main thing I build

A digital employee who
already knows your business.

You've probably heard of a "second brain." That's usually a notes app. This isn't that.

This is a digital employee. It reads your email, knows your projects, drafts your replies, keeps track of what you owe people, and tells you what needs doing before you ask.

And you're already paying for half of it. Most businesses now have five different tools with some kind of assistant bolted on, all separate, all wanting to own your data, none of them talking to each other. This consolidates that into one thing that works how you work.

I've been running mine for over a year. It handles my mail, keeps my books on schedule, tracks a legal file with a court date, and watches my backups. I know exactly what it catches, and I know how it fails, because I broke it first.

My rule: I won't install light switches that stop working when your internet goes down. I build this the same way. You own it. Outside tools are enhancements we plug in when they're genuinely better, never things you're stuck with. When one gets discontinued, we swap it and your week doesn't notice.

Digital Employee

$500 to start

$1,000 / month

Three-month minimum, then month to month.

A part-time person costs $3,000/month plus payroll, and might quit.

What I do

Most engagements come
in one of three shapes.

Every engagement is really a problem—shaped like one of these three. They overlap; a good AI workflow often starts with cleaning up the mess underneath.

AI Workflows
& Automation

Practical AI-era workflows that save real time—not demos that look good for a week and fall apart. Intake and triage flows, approvals, content ops, reporting, integrations between the tools you already use.

🧰

Digital Operations
Cleanup

Audit messy systems, fix the foundations, put things where they belong. Cloud, email, file systems, access, backups—the quiet infrastructure that should just work so you stop thinking about it.

🤝

Fractional Technical
Partnership

Ongoing, embedded senior-level AI + ops support for companies that need good technical judgment but don't need a full-time hire. Decisions, implementation, and the occasional "what the hell just happened" call.

Who I help

Small businesses
outgrowing patchwork.

I work with solopreneurs, small, and midsize businesses—usually 1 to 40 people, usually founder-led. You've outgrown whatever patchwork you started with, but hiring a full-time senior technical person doesn't make sense yet. You want someone calm in your corner who speaks plainly and makes things better.

Not a great fit: bargain hunters, helpdesk-only asks, or environments that run on urgency theater.

Selected work

Where I've done
the work.

Career snapshot

  • 2007 – present Cilantric Services Independent consultant for SMBs. Many 10+ year client relationships.
  • 2016 – present Leader In Motion IT Operations Manager—transitioned a globally distributed team from office-based to decentralized infrastructure.
  • 2018 – 2022 Make Branding and Design Senior IT and web for a hybrid Mac/PC creative agency environment.
  • 2011 – 2017 MGS Marketing In-house IT and web development for a boutique marketing firm.
  • earlier Magazine & digital media Editorial roots, marketing ops, early web.

Recent projects

  • Stopped a phishing attack against a client's Microsoft 365 tenant in under an hour—traced the intrusion, locked it down, zero data loss.
  • Migrated a globally distributed organization from an office-based IT setup to a fully decentralized, MFA-protected infrastructure.
  • Integrated ActiveCampaign, Stripe, booking platforms, and Zapier for a service business—automated billing, client onboarding, and follow-up busywork.
  • Build and maintain web properties across Webflow, Astro, and WordPress—handling DNS, hosting, and the operational edge cases each one brings.
  • Designed AI-assisted and scripted solutions for edge-case business problems where enterprise tooling was too expensive or too rigid.
George Dedopoulos

About

Who you're
actually working with.

I'm George Dedopoulos. Twenty years in technology, mostly the messy small-business kind: IT rescues, cloud migrations, web systems, automation, and whatever weird edge case is breaking in the background. I live in the Blue Mountains, Ontario. I work with people everywhere.

The thing that actually makes this job work for me? I get bored fast—and in 20 years that's somehow turned into a superpower. Drop me into a new industry, a new stack, a new team, and in a couple of weeks I'm operating at a senior level. I've been "vibe coding" my whole career, well before that was a category—pragmatic about tools, using whatever ships the solution. Stack Overflow yesterday, AI agents today.

What that looks like in practice:

  • calm under pressure (your weird Friday-afternoon outage doesn't rattle me)
  • plain-English answers—no jargon, no condescension
  • senior judgment without the 7-figure consulting tax
  • the ability to see your whole operational picture, not just the thing that broke today

Toolbox

Cloud & identity: Microsoft 365, Google Workspace, SSO, MFA, security hardening. Automation: Zapier, Make, n8n, custom scripts, OpenAI API. Web: Astro, Webflow, WordPress, DNS/email/SSL/hosting. Infrastructure: UniFi networking, hybrid Mac/PC environments, remote access, backups.

Pricing

Ways to
work together.

Digital Employee

We start with the one thing that eats your week and get it working properly. Then we add to it as it earns its place. You own everything, and it stays with you if we stop working together.

$500 to start

$1,000 / month

Three-month minimum, then month to month.

Explore

Free intro

15-minute call. No pressure, no pitch. If it's a fit we talk about next steps.

AI-Readiness Audit—$500

2-hour session + written report. Where AI and automation fit your business, what to do first, and a 90-day roadmap.

Ship

$3k – $15k

fixed fee

Pick one workflow or problem and I'll ship it—clear scope, deliverables, end date. Most Ship engagements run 2 to 6 weeks.

  • Automation buildouts
  • Systems migrations & cleanup
  • Integration projects
  • Website rebuilds

Partner

$2k – $4k

per month

Ongoing, embedded senior-level AI + ops partnership. For businesses that want good technical judgment in their corner without hiring full-time.

I can work with a few Partner clients at a time—if it sounds like a fit, let's talk about what it would look like for you.

Returning clients: hour packs are still available—5-hour pack ($600) · 10-hour pack ($1,000)—or just get in touch.

Let's talk

Book a 15-min call.

Quick, no-pressure chat to understand what's going on and figure out the best next step—an audit, a project, a partnership, or just a point in the right direction.

  • Tell me briefly what you're working on.
  • Book a 15-minute slot that works for you.
  • We'll figure out next steps together.