Matt Kalmick, JD

Compliance, Privacy & AI Governance leader.

For 15 years, I've built practical compliance programs across financial services, fintech, SaaS, and cannabis. Based in Chicago and open to full-time leadership opportunities.

CIPP Certified
AIGP Certified
Discuss a roleView LinkedIn

Experience across

Industries

AI
Banking
Cannabis
Financial Services
Privacy
SaaS

Writing

When AI Stops Asking Permission: A Compliance Framework for Agentic Systems
April 12, 2026

When AI Stops Asking Permission: A Compliance Framework for Agentic Systems

Agentic AI systems autonomously plan and execute actions without constant human prompting, requiring organizations to rethink governance frameworks originally designed for generative AI. Compliance professionals must develop oversight models that account for unauthorized actions, audit trail gaps, and cascading failures in multi-agent networks.

Read Post
Third-Party Risk Management: The Compliance Gap Many Organizations Overlook
March 9, 2026

Third-Party Risk Management: The Compliance Gap Many Organizations Overlook

Third-party risk management is one of the most foundational elements of a mature compliance program and one of the most commonly underdeveloped. Organizations spend significant resources building internal policies, training employees, and preparing for audits, then extend access, data, and operational dependencies to third-party vendors without applying anything close to the same rigor. Regulators have noticed.

Read Post
The EU AI Act Is Here: What U.S. Compliance Professionals Should Know
January 21, 2026

The EU AI Act Is Here: What U.S. Compliance Professionals Should Know

The EU's landmark AI regulation carries broad extraterritorial reach that can pull American businesses into scope. With August 2026 bringing the most significant compliance obligations for high-risk AI systems, here's what U.S. compliance professionals need to know now.

Read Post
All Writing

About

Matt Kalmick, JD, CIPP/US, AIGP

I lead compliance work that turns complex regulation into practical systems teams can actually use.

Over the last 15 years, I've worked across financial services, fintech, SaaS, and cannabis—partnering with operators, executives, and regulators in fast-moving, highly regulated environments.

My focus today is enterprise compliance, privacy, and AI governance leadership.

I received my Juris Doctor from Boston College Law School, my Bachelor's Degree from Drew University, and my Certified Information Privacy Professional (CIPP) and Artificial Intelligence Governance Professional (AIGP) certifications from the International Association of Privacy Professionals (IAPP).

Matt Kalmick

Let's connect

I'm exploring full-time leadership opportunities in compliance, privacy, and AI governance, while remaining available for select advisory work.

Discuss a roleView LinkedIn