MichaelFrost

Open to Director / VP AI Roles

Twenty years of building IT systems. Three years building the automations that run business.

Michael Frost
20 years
leading IT and technology across government, enterprise, and services
3 sectors
government, enterprise, and services — every environment that makes a technology leader
100+ automations
running in production across the businesses I operate
§ 02 · Who I am

Twenty years building the technology companies actually run on.

  1. 2005contractor
  2. 2012lead
  3. 2018director
  4. 2023founder
  5. 2026operator
New York City · London

My first decade was enterprise network engineering. I worked as a government contractor on some of the largest enterprise networks in the country, operating under national security standards where uptime, security, and process discipline are not optional. That environment shaped how I think about every system I have built since.

From there I moved into IT leadership across enterprise and managed services, growing and running teams through acquisitions and organizational change. I learned what it takes to keep infrastructure stable not just technically, but organizationally through the gap between executive decisions and operational reality.

I am not an AI person who discovered business. I am a technology leader who spent twenty years learning how systems fail, how teams scale, and how executives make decisions. I apply that to AI now, because AI is where the next wave of operating leverage lives, and because most companies do not yet have someone in the room who can translate between the boardroom and the build. That is the role I am looking for next.

§ 03 · Selected work

AI systems built and running in production.

Featured — IT Services · AI

Managed Services AI Platform

6 organizations unified on one platform

Designed and built the AI and automation layer for a managed services operation, unifying systems, client workflows, and operational visibility across the business.

View case study
E-commerce · Automation

AI Product Photography Studio

$0.06per photo at scale

An end-to-end AI pipeline that replaced traditional product photography for a consumer brand, from prompt to approved asset.

View case study
Social Media · AI Pipeline

Autonomous Content Pipeline

0hrsmanual effort per week, once running

Fully autonomous content production and publishing — ideation, image generation, scheduling, performance tracking.

View case study
Hiring Market · Open Source

Interactive AI Portfolio

Livethe site you're reading, open-sourced

A RAG portfolio that replaced my resume — FastAPI, Claude, Qdrant, voice layer, rate limiting. Then open-sourced as a template.

View case study
§ 04 · Get in touch

Open to the right Director or VP AI role.

If you are building an AI team or transforming a technology organization and need someone who has done it end to end, I would like to hear about it.

BasedNew York City · London
RolesDirector of AI, VP of AI, VP of Technology
AvailabilityInterviewing now
Work authUS Citizen · UK eligible