Jason
Gerstorff.
Over two decades in software engineering and tech. Now finishing law school ranked second in my class. I bring real operational and analytical experience to legal practice.
Class Rank
Projects Managed
Team Members Led
Interests
Business Law, Technology & Data Privacy, Administrative Law, Litigation, Intellectual Property, Employment Law, AI
Location
Louisville, KY
Background
Why Law
After two decades in software engineering and product management, I realized it was time for a change. I wanted the opportunity to make a meaningful impact in life and take on new intellectual challenges. I believed that a career in law could provide that opportunity.
What I Bring
I've managed multi-million dollar budgets, led cross-functional teams through complex projects, and presented to rooms of 100+ stakeholders. That experience translates directly to legal practice — analysis, persuasion, and clear communication under pressure.
J.D. — NKU Chase College of Law (Dec. 2026).
M.B.A. —
Bellarmine University.
B.S.B.A. C.I.S. — University of
Louisville.
Class Rank 2/25
Dean's List.
CALI Award —
Criminal Law.
W. Bruce Lunsford Academy.
Opening Statement Competition: Runner-up.
Closing Argument Competition: Runner-up.
Professional Experience
12+ Years in Software Development
UPS · Global Payments · The Software Guild · Mayvue Solutions
Spent over a decade building complex software systems — payment platforms, client-facing service portals, and enterprise tools serving thousands of corporate clients. That work required breaking down ambiguous problems into structured solutions, managing competing requirements from multiple stakeholders, and catching errors that could cascade across entire systems. The same attention to detail that goes into debugging production code applies directly to contract review, statutory analysis, and building a legal argument.
AI-Driven Workflow Design
Professional and Independent Projects/p>
Built custom AI workflows to automate document drafting, data extraction, and internal reporting — replacing processes that previously required outside agencies or significant manual effort. Applied AI-assisted research tools to accelerate case law analysis and statutory review during law school. Experienced in prompt engineering and integrating large language models into existing business operations, with a focus on translating emerging AI capabilities into practical, adoptable solutions for non-technical teams.
Team & Project Leadership
Mayvue Solutions · UPS
Managed teams of 15+ across concurrent workstreams with budgets exceeding $10M. Served as the primary link between executive leadership and technical teams, translating project risks into business decisions. Designed performance review processes, mentored staff, and consistently delivered major milestones under budget — including one release completed 30% below projected cost.
Co-Owner, Louisville Esthetics LLC
Sei Bella Waxing · 2011–2021
Co-founded and operated a boutique services business for ten years. Handled finance, accounting, and digital marketing. Grew annual revenue to $500K through data-driven marketing and built the company's web presence from scratch, achieving top local search rankings organically.
Lead Instructor & Curriculum Designer
The Software Guild · 2015–2017
Taught an intensive 12-week professional training program for career-changing adult learners. Designed original written and video curriculum, breaking down complex technical material into structured, accessible modules. Mentored students individually through a rigorous program — developing skills in clear communication, assessment, and adaptive instruction.
Academic Record
NKU Chase College of Law, Part-Time Evening Division. Balancing a full-time career with a top-ranked academic performance.
Law Review
Law Review Senior Editor ith current research focused on administrative law and the implications of Loper Bright on federal regulatory authority.
Lunsford Academy
Selected for the W. Bruce Lunsford Academy for Law, Business, and Technology — a program focused on the intersection of legal practice and commercial innovation.
Academic Honors
Class Rank: 2/25. Dean's List. CALI Award for Excellence in Criminal Law, Fall 2024.
Advocacy Competitions
Runner-up in both the 1L Opening Statement Competition and the All Class Closing Argument Competition.
Get in Touch
I'm finishing my J.D. in December 2026 and actively exploring opportunities. If you'd like to connect, I'm easiest to reach on LinkedIn or by email.