Ashkaan Hassan, Esq.
AI Systems Architect
I've spent the last year building production AI systems that run real businesses. Now I want to build them for yours.
About
Over the past year, I've built an AI-native operating system for my businesses—50+ production automations orchestrated by Claude, managing everything from client onboarding to financial reporting to infrastructure monitoring. Every piece ships, every piece runs, every piece compounds.
The platform runs on Windmill with Claude Code at the center. Governance rules, delegation routing, context management, session memory—all codified and enforced automatically. It's not a demo; it's how I run two companies every day.
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 as a Forward Deployed Engineer—helping enterprise customers build the production AI systems that transform their operations.
The FDE role is where my skills converge. I've spent 14 years translating complex technology into business outcomes for clients—first as an attorney advising on tech compliance, then as a CEO building and deploying IT solutions. I've lived the enterprise customer journey from the inside. And for the past year, I've been doing exactly what an FDE does: building production systems on Claude's platform, shipping them to real users, and iterating based on what actually works. The difference is I've been doing it for my own companies. I want to do it for Anthropic's most important customers.
Ask About My Experience
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What I've Built
Production systems running real businesses, every day.
Contextium
Open-source AI-native knowledge management framework. File-based context routing, governance rules, structured memory. Powers everything below — the operating system for my AI-augmented workflow.
AI Agent Orchestration
Windmill-based platform managing 50+ production automations. Claude Code hooks enforce governance, delegation rules route tasks to specialized agents, and session management preserves context across conversations.
Enterprise AI Audit Framework
178-control assessment methodology for enterprise IT. Covers security, compliance, and AI readiness. Currently deployed at MannKind Corporation.
AI Operations Product
Full lifecycle: Assess → Build → Operate. Playbook, sales guide, assessment tool, build standards, operational runbook. Productized AI service delivery for enterprise customers.
Finance Portal
Real-time financial dashboard — revenue tracking, contract lifecycle, payroll analysis. Astro + React + Cloudflare KV with SSE live updates.
Operations Portal
Workforce management dashboard — attendance auditing, DNS compliance monitoring, travel billing, SLA tracking. Automated data pipelines via Windmill.
Sales Portal
Pipeline management and CRM — prospect research, communication tracking, SDR workflow automation.
Infrastructure Automation
Proxmox cluster, TrueNAS, Docker fleet managed via Komodo. Aegis monitoring system runs 15+ automated health checks with drift detection and self-healing.
Experience
We Solve Problems
Founder & CEO
- Built from zero to $1.09M ARR over 14 years, 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
- Real estate technology platform serving 70,000+ agents nationwide
- Regulatory compliance, legal frameworks, operational risk management
Marvel Studios
IT Systems Consultant
- 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
- Boutique law practice in Beverly Hills
- Business law, real estate transactions, compliance advisory
Skills & Tools
Technical
Cybersecurity
Platforms
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 (2008 – 2011)
B.S. Business Law
California State University, Northridge (2003 – 2008)
Minors: Metaphysics, Psychology. Started in Astrophysics.
Certified Kubernetes Administrator (CKA)
Cloud Native Computing Foundation
California State Bar
Active member #381138 (admitted 2012)
CA Real Estate Broker
Active license (since 2014)
Mortgage Loan Originator
NMLS (Federal + CA, 2014)
Certified Mediator
National Conflict Resolution Center (2009)
Google Workspace Administrator
Google (2019)