Jesse Hembrook

Process Automation & AI Workflow Specialist

Madison, Wisconsin area
jesse.d.hembrook@gmail.com  •  linkedin.com/in/jesse-hembrook  •  github.com/koorbmeh

16 yrs enterprise tax systems
Millions recovered in delinquent taxes
1 reversal in 15+ yrs of legal determinations

— the only one

100,000+ employer accounts served

Profile

Automation specialist with 16 years inside Wisconsin's enterprise unemployment-insurance tax systems, exactly the kind of complex, rules-driven work where automation pays off most. Primary tester for two enterprise systems. Recovered millions in delinquent taxes through data-driven investigation. One lost appeal in 15+ years of issuing legally binding determinations. Self-taught automation engineer: desktop RPA scripting (AutoHotkey v2), AI-agent workflow design, and prompt engineering, backed by four Google AI certifications, with published, working proof below. Looking for a team where building the faster, automated way is the job, not the workaround.

Core Skills

Automation & AI: Desktop RPA / Windows scripting (AutoHotkey v2) • AI-agent workflow design • Prompt engineering • Generative-AI productivity tooling • Process mapping & redesign

Data: SQL (advanced) • Relational database design & normalization • ETL • Data quality & auditing • Multi-source investigation • Mainframe systems (HOD, EXTRA)

Software Quality: User acceptance testing • Test-case design & execution • Defect identification & documentation • Requirements validation • Primary tester, two enterprise systems

Domain: Wisconsin UI tax law (Ch. 108) • Compliance & appealable determinations • Financial reconciliation • Fraud detection

Experience

Wisconsin Department of Workforce Development, Madison, WI (Division of Unemployment Insurance, Bureau of Tax & Accounting)

Unemployment Tax & Accounting Specialist, Advanced

Feb 2021 – Present
  • Investigate and resolve the bureau's most complex employer tax cases; issue appealable legal determinations with a near-perfect record: one reversal in 15+ years.
  • Research multi-source data across SUITES, UIBNET, and mainframe systems (HOD, EXTRA) to diagnose calculation errors, data-exchange failures, and file-submission problems.
  • Processed 100+ multiple-partial business transfers (complex COVID-relief cases); identified and documented a SUITES defect in reserve-fund-balance handling before it spread bad balances.
  • Propose system modifications and workflow redesigns; recurring source of process-improvement recommendations.

Unemployment Tax Collection Specialist (Entry → Senior)

May 2018 – Feb 2021
  • Recovered millions of dollars in delinquent unemployment-insurance taxes through account analysis, negotiated payment plans, and legal actions (liens, levies, garnishments).
  • Queried the SUITES database to identify and prioritize delinquent accounts; recommended statutory and procedural changes to improve collection efficiency.

Unemployment Tax & Accounting Specialist (Entry → Advanced)

May 2012 – May 2018
  • Primary tester for SUITES, the state's enterprise UI tax system serving 100,000+ employer accounts: test-case development, user acceptance testing, rate testing, defect documentation, and requirements validation with developers.
  • Led the tester group for the bureau's Workflow system implementation; remained primary tester after go-live.
  • Identified a fictitious-employer fraud scheme and established the detection criteria adopted for ongoing screening.
  • Conducted independent-contractor and tax-liability investigations across trucking, logging, nonprofit, and fitness industries; promoted Entry → Advanced, noted in reviews for accuracy and rapid growth.

Employment Security Assistant 3

Jan 2010 – May 2012
  • High-volume confidential data processing across BMIS and NAC queues; reduced backlogs across multiple units while maintaining accuracy.

Independent Technical Projects

Persistent AI memory architecture

Designed and operate a file-based memory system that gives AI agents continuity across sessions: index-first routing, capture and trust-tier rules, automated self-maintenance. Published the full architecture, with comparisons to vector-database and knowledge-graph approaches: markdown-brain.netlify.app

Interactive financial planning tools

Wrote and shipped a debt-payoff guide with an embedded client-side calculator and a dependency-free in-browser spreadsheet generator (vanilla JS producing valid .xlsx): bills-and-debt.netlify.app

VSQ: AutoHotkey v2 automation suite

Modular Windows desktop-automation suite (AHK v2) for a legacy gaming environment: event-driven scripting, reusable components, maintained long-term as a pinned public repo: github.com/koorbmeh

Education

Colorado Technical University, B.S. Information Technology

2012 – 2016

Software Application Programming specialization • 157 of 182 credits completed (86%) • GPA 3.92 • Dean's List • All A's across the five-course Java sequence and database/SQL coursework. Self-funded while working full-time; withdrew in good standing when funding was exhausted.

Certifications

Google: AI Essentials • Maximize Productivity With AI Tools • Use AI Responsibly • Discover the Art of Prompting (Oct 2025)
Mental Health First Aid (National Council for Mental Wellbeing, 2024) • FCC Amateur Radio Operator License (2022)