Matthew Stubenberg

Freelance • Available Attorney–Developer

Have a legal-tech idea?

Let’s build it—prototype to production.

  • ✓ Flat fee, hourly, or equity
  • ✓ Privacy- & compliance-minded
  • ✓ AI • Web Apps • Automation • Chrome Extensions
Contact Me See My Work
⚡ Free 30-min consult

Tell me what you want to build, I'll outline a plan and provide an estimate you can act on.

Blog/Projects

AI Race to 100 Percent on the Bar Exam

Four companies now have an AI base model that can answer over 90% on the MBE section of the bar exam. What does this mean for the law going forward?

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Posted: Sept. 23, 2025
Building a DIY Legal Research Tool with AI

I wanted to challenge myself to replicate a piece of Westlaw to showcase how A.I. has changed the game. The result was the MD Attorney Grievance Citation Reference tool.

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Posted: Sept. 22, 2025
Chrome Extension Research Tools

A hybrid approach to pulling data out of websites with captchas using a Chrome Extension.

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Posted: Sept. 15, 2025
Past Blogs

About

I graduated from Maryland Law School in 2013. Being passionate about using technology to revolutionize the practice of law, I first created a mobile app called the “Not Guilty App” to simplify navigation in Maryland courthouses. I then had a lightbulb moment when I realized the expungement process in Maryland could be automated. I applied my expertise in expungement law and created MDExpungement.com, a website that automates the expungement process. This site has been instrumental in generating over 119,000 expungement petitions since its inception in 2015.

My career includes roles at Maryland Legal Aid and the Maryland Volunteer Lawyers Service (MVLS), where I developed a fully searchable database of cases on Maryland Judiciary Case Search. I spent four years at Harvard Law School's Access to Justice Lab where I was the Associate Director of Legal Technology and ran randomized controlled trials to ascertain which interventions in access to justice issues are effective and which are not. Most recently, I was the Innovator in Residence at the University of Hawaii William S. Richardson School of Law. I taught Coding for Lawyers and Cybersecurity law as well as developed bespoke applications to help the school and the students.

Currently, I run my own hybrid legal tech law firm where we build software to automate the law as well as represent clients in a handful of niche areas.

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Work Experience

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Stubenberg Legal Group

July 2025 - Present

Stubenberg Legal Group LLC is a hybrid law firm and technology company that both builds tools to automate the legal process while also handling complex client matters.

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Richardson School of Law

January 2023 - July 2025

My role as the Innovator in Residence involves teaching innovative classes like Cyber Security Law and Coding for Lawyers. Additionally, I create programs to help automate some of the backend tasks the school deals with as well as tools to help students find jobs after graduation.

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Harvard Law School

August 2018 - October 2022

I was the associate director of legal technology and ran a number of randomized controlled trials (RCTs) in the access to justice legal space. This included the RCT for Public Safety Assessment tool to assist judges in making bail decisions. My role included technical support for studies run by other researchers as well.

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Maryland Volunteer Lawyers Service

October 2016 - August 2018

I was the IT director and a staff attorney at MVLS. I ran the expungement program, training dozens of pro bono attorneys and handling the most difficult clients myself. I also developed a number of programs to enhance our case management system to help automate a number of tedious tasks.

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Maryland Legal Aid

October 2015 - October 2016

I worked as a Sr. Applications Specialist in the IT department. During my tenure I managed numerous legal technology contract negotiations. I developed software to help assist staff communications during emergencies and to assist in the the transmission of sensitive data between different applications.

Education


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University of Maryland School of Law

Graduated 2013

I graduated cum laude from the University of Maryland Francis King Carey School of Law with a Juris Doctor (J.D.) degree. I am licensed to practice law in Maryland.

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University of Maryland Baltimore County (UMBC)

Graduated 2009

I graduated from the University of Maryland Baltimore County (UMBC) with a Bachelor of Arts degree in political science.

Recognition

Awards

Boards / Committees

  • MSBA Legal Tech Committee Member (2025–Present)
  • Paper Prisons Advisor (2021–Present)
  • Hawaii Supreme Court Artificial Intelligence Committee (2024–2025)
  • Chair, Legal Technology Committee – Maryland A2J Commission (2021–2022)
  • LSC’s Emerging Leaders Committee (2019–2020)
  • Board Member, CCBC Legal Studies Advisory Board (2018–2022)
  • Chair, Legal Technology Committee – MD Covid-19 Task Force (2020–2021)
  • Chair, Legal Innovation Committee – ABA YLD (2020–2021)
  • Baltimore Legal Hackers Organizer (2017–2019)
  • Technology Chair, MSBA YLS (2016–2017)

Publications

  • D. James Greiner, Matthew Stubenberg & Renee Danser, Criminal Justice Record Clearing: An Analysis from Two States, 100 N.D. L. Rev. 11 (2024). SSRN
  • Matthew Stubenberg, Chloe Berridge, Thomas Fuerst Smith & Joshua Casey, How AI Stacks Up Against the Multistate Bar Exam (2025). SSRN

Press

Contact

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