dennissirois.com

start where you are

I teach you the next step with AI.

On your work, at your pace — focused 30–60 minute calls.

Wherever you are with AI — barely past a few ChatGPT questions, or you understand agents and MCP in theory but have never built one — I teach you the next step. I can keep the first lesson simple because I've been to the deep end: four MCP servers, a 3-layer multi-agent system, 81 tools in one server, 25 years of audited infrastructure.

Dennis Sirois

book a session

Pick the call that fits where you are

Sessions run in 30-minute increments — book one or several in a single sitting. Starting at $175/hr. Your rate locks in on your first booking and stays yours as rates rise — legacy pricing, honored for as long as you keep learning with me.
AI for Total Beginners: Start Here — no jargon, no code. Find the right AI tool, learn how to ask, save an hour this week, know what's safe to share. One call, one workflow, using AI tomorrow.

1 · AI for Total Beginners: Start Here

Never really used AI? Leave your first call already using it — the right tool for what you do, the right way to ask, and one workflow working tomorrow.

Book this call →
Make AI Do Your Work: Your First Automation — bridge from chatting with AI to putting it to work on one real repetitive task.

2 · Make AI Do Your Work: Your First Automation

Go from chatting with AI to putting it to work. We take one repetitive task from your world and map it end-to-end — with a clear plan to automate it, no coding required.

Book this call →
You Understand Agents and MCP — But Haven't Built One. We pick the smallest real first project and start it together.

3 · You Understand Agents & MCP — But Haven't Built One

You get the concepts but don't know where step one is. We pick the single smallest project that gets you a real, working thing — and we start it together on the call.

Book this call →
Build It Right: From First Script to a Setup You Can Trust — structure, safety, and not breaking what already works.

4 · Build It Right: From First Script to a Setup You Can Trust

You've built a thing or two that works — now make it stop falling over. The engineering habits that separate a fragile demo from something you'd actually trust: structure, safety, guardrails.

Book this call →
Stop Losing Context: AI Session Continuity and Institutional Memory — design an end-of-session sweep so decisions and lessons survive a context reset.

5 · Stop Losing Context: Session Continuity & Memory

Keep every decision, rationale, and lesson from evaporating when the context resets. We design an end-of-session sweep — including the "rationale blast radius" — sized to your project.

Book this call →
Anything Else AI: Bring Me What You're Stuck On — weird integrations, regulated or high-stakes environments, trading and desktop apps, or a 'should we even do this?' call.

6 · Anything Else AI: Bring Me What You're Stuck On

Doesn't fit a box? Bring it. Weird integrations, regulated or high-stakes environments, trading and desktop apps, or a "should we even do this?" call. The first five minutes tell us if I can help — and they're free.

Book this call →

why me

I teach the deep end for a living — that's why your first lesson stays simple.

When I strip a topic down to "just do this one thing first," it's because I know what the last twenty steps look like — and can save you from them. A few of the things I've put into production:

81

tools, one MCP server

My largest server exposes 81 tools to Claude over the Chrome DevTools Protocol. I've built the big version — so I know exactly what to leave out of your first one.

3

layers of supervision

A multi-agent system where one Claude session supervises another via file-based escalation. The kind of build we work toward — not where you start.

0

ungated live orders

An autonomous trading bridge with a kill switch on every order-placing tool and a full audit trail. These are the safety habits I teach from lesson one.

how I teach

I teach the habits, not just the trick.

Start small. Keep it safe. Don't break what works. Those three habits come from 25 years running audited, regulated infrastructure — utility, FDA, SSAE-16/SOC — where a failed test had consequences.

So I don't hand you a clever prompt and wave goodbye. On a call we take your work — a task you actually repeat, a build you've been circling — and I teach you the next concrete step on it, in a way you keep. You leave understanding why, not just what to paste.

Focused 30–60 minute calls, not 30-hour courses. You leave with the one specific thing you came for — chosen, scoped, and started.

$ Day job: AI Systems Engineer at a managed IT firm serving municipalities across New England — building MCP integrations for helpdesk, compliance, and workflow systems, and managing their Claude Teams account. Government-adjacent operations where controls aren't optional.

experience

25 years keeping things running

AI Systems Engineer
Managed IT firm — New England municipalities
2025 – present

MCP-based integrations for helpdesk, compliance, and workflow automation. Custom skill authoring, multi-agent orchestration, n8n workflows. Managing the org's Claude Teams account.

Senior Systems Administrator
Publicly traded utility — critical infrastructure
2020 – 2025 · 5 yrs

IT/OT server infrastructure: AD, DNS/DHCP, PKI, virtualization, storage, capacity planning, backup & DR. Designed DR plans that passed SSAE-16 audit. Maintained 99.99% uptime for an FDA-regulated client under SLA.

Cloud & Hosting Operations Engineer
ERP & cloud solutions firm
2019 – 2020 · 1 yr

Managed cloud/hosting ops across SAP, SQL, Linux, and Windows — deployments, upgrades, incident resolution, DR. AWS Architecture training.

Business Systems Programmer / Analyst
ERP solutions & defense contractor (DCAA/DCMA)
2013 – 2019 · 6 yrs

SAP Business One DI/UI API development, .NET applications, T-SQL, Crystal Reports. Built a Job Costing system conforming to DCAA/DCMA guidelines. Led a 6-month SAP deployment as PM.

IT Infrastructure Manager
Document management firm — FDA regulated
2007 – 2013 · 6 yrs

Full IT oversight across multiple sites. Rebuilt the network (Cisco/SonicWall), held 99.99% uptime under FDA-regulated SLAs, designed automated offsite backup/failover, led a successful SSAE-16 audit. Cut scanning hardware costs $25K+/yr with VB.NET automation.

Earlier roles (2002–2007): IT recruiter, IT consultant, enterprise-software support, desktop support & implementation. Available on request.

contact

Not sure which session fits?

Tell me where you're stuck and I'll point you to the right one — or we start with Anything Else AI. Paid upfront — but if the first five minutes tell us it's not a fit, I refund you, no hassle.