CV
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Andrew Leahey, Esq.
Philadelphia, PA
š (215) 895-2544
š§ Andrew.Leahey@drexel.edu
š andrew.legal
GitHub: github.com/ajleahey
Mastodon: @andrew@esq.social
Bluesky: bsky.app/profile/esq.social
Professional Summary
Legal scholar and practitioner specializing in tax law, administrative law, and the regulation of technology. Assistant Teaching Professor of Law at Drexel Kline School of Law with extensive experience teaching public law, tax policy, and lawātechnology intersections at the undergraduate and graduate levels. Regular columnist for Bloomberg Tax and contributor to Forbes and other national outlets.
In addition to scholarly and journalistic writing, I design and build computational research tools that translate legal and regulatory expertise into durable analytical systems for teaching, policy analysis, and institutional research.
Research Tools & Technical Projects
TOSTracker
Founder & Developer | 2025āPresent
- Designed and built a web-based research system that ingests, versions, and analyzes corporate Terms of Service and Privacy Policies over time.
- Implemented automated change-tracking and similarity analysis to surface substantive shifts in private governance and platform regulation.
- Used as a teaching and research tool in courses on law, technology, and regulation.
Federal Regulatory Tracker (FRTracker)
Founder & Developer | 2025āPresent
- Built an analytical platform that ingests Federal Register data and normalizes regulatory text into discrete legal obligations.
- Developed tools to track agency activity, regulatory churn, and changes in compliance burdens across time and agencies.
- Created plain-English summaries and analytical views for administrative law instruction and policy research.
Pivot (Daily Puzzle Game)
Creator & Developer | 2025
- Designed and launched a daily word-based logic puzzle with leaderboard and scoring mechanics.
- Built full front-end game logic and deployment independently; released publicly and iterated based on user behavior.
Academic Experience
Assistant Teaching Professor of Law | 2025āPresent
Drexel Kline School of Law, Undergraduate Program ā Philadelphia, PA
- Courses: Public Law: Legislation and Regulation; Law, Technology, and Regulation
- Committee Service: Senate Committee on Academic Affairs (2025āPresent)
Adjunct / Practice Professor | 2023ā2025
Drexel Kline School of Law, Undergraduate Program ā Philadelphia, PA
- Courses: Tax Policy and Theory; Legal Systems in Action; American Legal Systems
Graduate Tax Teaching Assistant | 2019ā2021
Boston University School of Law ā Boston, MA
- Courses: Tax, Technology, and Fraud; VAT; Tax Writing Seminar
Research Assistant | 2018ā2019
Professor Richard T. Ainsworth, NYU School of Law ā New York, NY
Writing & Commentary
Columnist | 2022āPresent
- Creator and author of the weekly column Technically Speaking, covering tax policy, technology, and regulatory design.
Contributor | 2024āPresent
- Regular contributor focusing on law, policy, technology, energy, and economic justice.
Contributor | 2022āPresent
- Author of a recurring series on baseball and the law.
Contributor | 2019ā2022
Tax Notes, State Tax Notes, Tax Notes International
Practical Legal Experience
Attorney & Technology Lead | 2019āPresent
Sales Tax Suppression Consultants
Tax and Technology Attorney | 2017āPresent
Andrew Leahey, Esq.
Associate Attorney ā Public Finance | 2016ā2017
Parker McCay, P.A. ā Mt. Laurel, NJ
Policy & Consulting Experience
- Cryptocurrency: Advised on tax treatment of digital assets domestically and internationally; EU classification issues.
- VoIP Industry: Consulted on allegations of high-tech tax fraud involving VoIP systems.
- Sales Suppression: Investigated alleged sales suppression schemes; forensic review of POS systems and transactional data.
- Dividend Stripping (Cum-Ex / Cum-Cum): Consultant to German nonprofit investigative journalism group examining EU tax fraud schemes.
- Digital Economy: Cited by the World Bank (2021) on tax administration challenges in the digital economy.
Digital Infrastructure & Public Scholarship
- esq.social: Founder and administrator of the largest Mastodon instance dedicated to legal and legal-adjacent professionals.
- Minimum Competence: Co-creator and co-host of a daily legal news podcast.
- LSAT Logic Applied: Co-host of a weekly legal test-prep podcast.
Education
New York University School of Law
LL.M. in Taxation, 2020
Thesis: Distributive Justice, Indirect Tax, and Emerging Technologies: Problems and Solutions
Rutgers University School of Law
J.D., 2016
- Deanās Highest Academic Excellence Scholarship
- Executive Committee, Journal of Public Policy
- Note: Internet Keyword Advertising and Trademark Use
University of Pennsylvania
B.A. in Political Science, 2013
- Phi Beta Kappa; Summa Cum Laude; Distinction in the Major
- Published Honors Thesis: GMOs and Southern African Food Policy
Guest Lectures
- NYU School of Law, Graduate Tax Program (2022): Tax, Fraud, and Technology
- Boston University School of Law, Graduate Tax Program (2020): Tax Writing Seminar
Selected Publications
(Full list available upon request; shorter-form columns excluded)
- Tax Policy Belongs in a Liberal Arts Education. Inside Higher Ed, July 16, 2025.
- Limited E-Invoicing Does Not Stop VAT Fraud, Parts IāIII. Tax Notes International, 2022.
- The MLB Competitive Balance Tax Reimagined. Bloomberg Tax, 2022.
- Infrastructure Bill May Limit Cryptocurrency Loss Deductions. Law360, 2021.
- Additional publications in Tax Notes, State Tax Notes, Tax Notes International, SSRN, and CUREJ.
Technical Skills
- Data analysis: pandas, NumPy, IDEA, Tableau
- Programming: Python, SQL, Visual Basic (basicāintermediate)
- Web & cloud development: AWS, web stacks, OSS
- Media production: Adobe Creative Suite
Bar & Professional Memberships
- New Jersey Bar
- Pennsylvania Bar (inactive)