Chicago · Cybersecurity · AI Systems · Education

I build systems that ship — and people who can run them.

Founder & Executive Director of Intergenerational Computer Education (IgCE) and founder of Paragon Cyber. I design AI automation, security tooling, and workforce pipelines — from agentic red-team hardware to an AI chief-of-staff running my operations daily. Then I teach other people to do the same.

4
Live program tracks under IgCE
20+
Systems designed & deployed
M.S.
Cybersecurity
Featured — ChiCyberCon 2025

Recognition & speaking

/proof
Conference · Illinois Tech

ChiCyberCon 2025

Panelist and academic-track presenter — "From Curiosity to Career: Launching High School Students into Cybersecurity" — hosted by an NSA/DHS-designated National Center of Academic Excellence in Cyber Defense Education.

View program →
Pitch competition · SVP Chicago

SVP Fast Pitch 2025

Selected presenter for Social Venture Partners Chicago's flagship Fast Pitch — pitching IgCE's CyberSecure Teens™ model live on the main stage.

Watch the pitch →
Grants & partners

Funded & trusted

IgCE programs backed by the Glenn W. Bailey Foundation and Steans Family Foundation, with an ISACA credentialing partnership and programs running inside Chicago community organizations.

iceprogram.org →

The work

/selected_projects
AI & Automation

EVA — Executive Virtual Administrator

An AI chief-of-staff that runs my mornings for me — daily briefs, task intelligence, and operational awareness delivered before I'm out of bed.

STACK n8n · Claude API · Telegram · VPS
STATUS Deployed — daily production use

Claude Skills Pipeline

A disciplined agentic dev workflow — /spec, /build, /review — plus /cyberteam, a CISO-level security review framework that gates every technical decision I ship.

STACK Claude Code · custom skills
STATUS In production across all builds

City of Chicago Inventory System

Full inventory POS with barcode-driven physical count mode, built for a City division managing 139 SKUs — replacing manual spreadsheet chaos.

STACK React · Excel re-import · Netlify
STATUS Deployed — Unit 161
Cybersecurity & OSINT

Wearable Threat Scanner

Smart-glasses security tooling: look at a device, get live CVE intel; scan a QR code, get a phishing verdict — hands-free, in the field.

STACK Meta Ray-Ban Display · n8n · Claude · NVD API
STATUS MVP — two live use cases

Decepticon Red-Team Node

An autonomous red-team agent on edge hardware, run against an isolated practice range under strict rules-of-engagement scope control.

STACK Jetson Orin Nano · Docker range · Anthropic API
STATUS Deployed — lab environment

Link Triage

A single-file phishing analysis tool with ~20 heuristics and plain-English verdicts — built as a classroom lab, a lead-gen asset, and a working SOC teaching aid.

STACK Standalone HTML/JS · zero dependencies
STATUS Shipped
Web & Product

iceprogram.org

Full rebuild of IgCE's site — 15 static pages, 27 validated JSON-LD blocks, AI-crawler-ready GEO infrastructure, and gated lesson content driving email capture.

STACK Astro 5 · React islands · GA4 · Netlify
STATUS Live

Trust or Trash

A phishing-recognition game for kids — swipe-style decisions, instant feedback, branded mascot — turning security awareness into play.

STACK HTML/JS · IgCE brand system
STATUS Built — classroom deployment

SpadesCoach

Real-time card-game coaching through smart glasses — a full rules engine with an isolated strategy layer, camera card detection, and webhook-driven advice.

STACK Python engine · Claude vision · n8n · Ray-Ban
STATUS Working prototype
Education & Impact

CyberSecure Teens™

IgCE's flagship: hands-on cybersecurity training for high schoolers — server rack builds, mesh networks, live OSINT exercises — running 33-session cohorts inside Chicago community organizations.

MODEL Foundation-funded · ISACA-aligned
STATUS Active — expanding

Senior Saturdays

Digital literacy and scam-defense training for older adults — device-specific curriculum, confidence tracking, and graduation-day wins for an 11-participant cohort.

MODEL 4-week compressed curriculum
STATUS Active

Workforce Development

The pipeline from classroom to career — apprenticeships that place trainees on real client work through Paragon Cyber, IgCE's for-profit professional arm.

MODEL Nonprofit → MSP pipeline
STATUS Active — first apprentice placed

Flagship case study

/deep_dive

EVA — an AI chief-of-staff, in production

agentic automation · self-hosted · daily operational use

The problem

Running a nonprofit, an MSP, a City role, and a family of six means the mornings decide the day. Context lived in five apps and zero of them talked to each other.

The build

A self-hosted automation chain that pulls operational data, runs it through Claude for synthesis and prioritization, and delivers a structured morning brief to Telegram — before the workday starts. Architecture kept deliberately lean: five nodes, one owner, no SaaS lock-in.

The stack

SCHEDULE → Sheets → Code → Claude API → Telegram
self-hosted n8n · VPS · versioned workflow JSON

Why it matters to you

This is the same pattern I deploy for clients: AI that does work, not demos. Invoice triage, report generation, vendor follow-up — if it's repetitive and rules-driven, it can run itself.

Work with Paragon Cyber

/for_businesses
Managed security

MSP & security operations

Network infrastructure, monitoring, and managed IT for small and mid-size organizations — delivered with the discipline of a security-first shop.

AI automation

Agentic workflow builds

Custom AI systems that eliminate repetitive operational work — AP and invoice automation, reporting, follow-up sequences — built on infrastructure you own.

Assessment

Security review & exposure audits

CISO-level review of your systems, vendors, and digital footprint — including OSINT exposure assessments for executives and public-facing teams.

Training

Workshops & team training

Security awareness and AI-adoption training that actually lands — the same hands-on, no-lecture approach that runs IgCE's classrooms.

The builder

/about

I'm Michael Bass — Chicago-based, father of four, and allergic to theory that never ships.

My work sits at the intersection of three things most people treat as separate careers: deep cybersecurity practice, hands-on agentic AI engineering, and the ability to sell it, teach it, and build teams around it. I founded IgCE to train the next generation of security talent, and Paragon Cyber to give that talent somewhere real to work.

By day I coordinate inventory and property management inside the City of Chicago's Office of Public Safety Administration — which means I also know what it takes to build and operate systems inside government constraints, not just startups.

Everything on this page was built by me, end to end. Most of it is running right now.

  • M.S. Cybersecurity
  • Founder & Executive Director — IgCE (501(c)(3))
  • Founder — Paragon Cyber
  • Coordinator — City of Chicago, OPSA
  • Speaker — ChiCyberCon · SVP Fast Pitch
  • Partner network — ISACA · Foundations · CPD

Two ways to work with me

/contact
For employers & recruiters

Hire the builder

Open to senior remote roles in security engineering, AI systems, and technical leadership. Resume, references, and live project walkthroughs on request.

Email me LinkedIn →
For businesses

Bring in Paragon Cyber

Managed security, AI automation builds, exposure audits, and team training. Start with a conversation — no pitch deck required.

Start a conversation