Ashkaan Hassan

AI Systems Architect

I build production AI systems that run real businesses—not demos, not prototypes.

About

Over the past year, I've completed 125+ AI automation projects—each one shipped to production, orchestrating real business operations across my companies and clients.

I built an AI agent platform on Windmill that manages everything from client onboarding to financial reporting to infrastructure monitoring.

My background spans law, technology, and business leadership. What unites it all is a drive to build systems that compound.

I'm looking to bring this builder's mindset to Anthropic's Applied AI team—deploying Claude at scale for real-world enterprise use cases.

What I've Built

Production systems running real businesses, every day.

AI Agent Orchestration Platform

Windmill-based platform managing 50+ production automations. AI agents handle delegation, guardrails, and session management. Claude Code hooks enforce governance rules across all sessions.

Enterprise AI Audit Framework

Structured assessment methodology for enterprise IT departments. 178-control audit system covering security, compliance, and AI readiness. Currently deployed at MannKind Corporation.

AI Operations Product

Full lifecycle: Assess, Build, Operate. Includes playbook, sales guide, client assessment tool, build standards, and operational runbook. Productized AI service delivery.

Contextium

Open-source framework for AI-native personal knowledge management. File-based memory system, context routing, governance rules. The system I use to manage all of this.

Internal Portal Suite

4 Astro/React/CF Pages dashboards (finance, operations, sales, personal) with real-time KV data sync, SSE live updates, and shared component library.

Infrastructure Automation

Proxmox cluster, TrueNAS, Docker fleet managed via Komodo. Automated health checks, update pipelines, and drift detection via Aegis monitoring system.

Experience

We Solve Problems

Founder & CEO

2017 -- Present
  • Built from scratch to $1.09M ARR, 25+ managed clients, 6-person team
  • Pivoting from traditional MSP to AI-first operations company
  • 40% SDE margin — 2x industry average

Radius Agent

Chief Compliance Officer

2019 -- Present
  • Real estate technology platform serving 70,000+ agents nationwide
  • Regulatory compliance, legal frameworks, operational risk management

Marvel Studios

IT Systems Consultant

2016
  • Overhauled networking and storage infrastructure for Thor: Ragnarok production on Gold Coast, Australia
  • Solutions became Marvel's IT gold standard for future productions

Nu|Legal

Principal Attorney

2015 -- Present
  • Boutique law practice in Beverly Hills
  • Business law, real estate transactions, compliance advisory

Skills & Tools

Technical

TypeScriptPythonDockerProxmox VECloudflare Workers/Pages/KVAstroReactTailwindWindmillAI/ML SystemsClaude API/SDKGitLinuxZFS/TrueNASHome Assistant

Cybersecurity

DEF CON attendeeSOC 2 complianceCIS Controls178-control audit frameworkMSSP operations

Platforms

CloudflareGitHubWindmillAutotaskNinjaOneQuickBooksKomodo

Leadership & Community

After-School All-Stars LA

Board Chair (current)

Youth development nonprofit providing free comprehensive afterschool programs.

Entrepreneurs' Organization (EO)

6 leadership roles

Engagement Co-Chair, Learning Co-Chair (incoming), Forum Co-Chair, Finance Chair. 4+ years of chapter leadership.

CA Commission on Judicial Nominees Evaluation

Commissioner

Evaluating judicial candidates for the State Bar of California.

Games for Love

Advisory Council

Gaming charity focused on hospitalized children.

Education & Credentials

Juris Doctor

University of San Diego School of Law

B.A. Business Law

California State University, Northridge

Minors: Metaphysics, Psychology. Started in Astrophysics.

California State Bar

Active member #381138 (admitted 2012)

CA Real Estate Broker

Active license (since 2014)