Mike Hall
Principal Software Engineer
- Location Chicago, IL
- Email mike@just3ws.com
- Phone (847) 877-3825
- Web just3ws.com
- LinkedIn linkedin.com/in/just3ws/
- GitHub github.com/just3ws
Strategic System Cartography & Technical Leadership
Principal Systems Cartographer & Platform Architect who discovers, maps, and modernizes critical software assets. Helps leadership make confident decisions about aging, undocumented architectures by constructing end-to-end dependency models—from browser and AI-agent interaction surfaces down through lateral state couplings, backend microservices, network access boundaries, and supply-chain risks. Works across Ruby on Rails, PostgreSQL, distributed services, and cloud infrastructure, combining technical cartography with OpenTelemetry observability, zero-downtime safety boundaries, and privacy-conscious AI-augmented investigation.
Areas of focus
- Technical Leadership & Cartography
- Legacy Systems & Modernization
- Delivery & Observability
- AI-Augmented Engineering
Experience
Development Manager
Engaged to conduct rapid system discovery and operational risk assessment for a multi-tenant healthcare SaaS platform serving 130+ clinics following a founder transition.
- Architectural & Risk Cartography: Built a rapid 90-day system inventory and risk model spanning application codepaths, infrastructure dependencies, access boundaries, and operational risks.
- Production & Compliance Governance: Protected production stability across 130+ clinical environments by establishing release verification gates across the deployment pipeline, blocking unvalidated changes prior to HIPAA compliance review and business sign-off.
- Engineering Continuity: Created transparent component ownership, visible operational priorities, and collaborative decision rhythms for a distributed U.S.-Mexico engineering team.
Associate Director, Staff Engineer
Served as Senior Technical IC and Software Architecture Lead for the Acquisition lane of a regulated financial enterprise, combining hands-on system cartography with production stability, modernization, observability, and cross-team technical direction.
- Full-Stack Dependency Cartography: Reconstructed end-to-end customer journeys spanning browser interaction surfaces, API gateways, application middleware, and legacy database layers, establishing a unified operational risk model for incident response and change governance.
- Incident Response & Technical Escalation: Served as final escalation point for high-severity outages, translating live root-cause investigations into stronger telemetry, explicit component ownership, and reusable system knowledge.
- Lateral State Coupling De-risking: Refactored fragile multi-step Rails workflow state machines, eliminating hidden lateral state mutations across asynchronous boundaries and resolving persistent data integrity failures in core acquisition flows.
- Platform Enablement & Responsibility Realignment: Realigned Acquisition engineering around explicit business boundaries, then founded and technically led ACQ Enablement to protect platform reliability, remediation, and modernization work from feature pressure.
- Observability & Boundary Instrumentation: Founded and led an enterprise OpenTelemetry initiative, instrumenting legacy microservices and third-party API supply-chain boundaries to convert dark system behavior into quantifiable telemetry and reduced MTTD.
- AI-Augmented Systems Investigation: Introduced privacy-conscious local AI workflows for legacy code analysis and engineering support, expanding investigative capacity while keeping human review, security constraints, and source evidence explicit.
Senior Backend Developer
Led backend stability, performance, and modernization for high-traffic Rails products, improving full-text search, campaign delivery pipelines, and data layer reliability while systems remained under production load.
- Search Infrastructure Simplification: Replaced legacy external search clusters (Sphinx) with native MySQL full-text search and optimized relational indices, eliminating external service dependencies and reducing platform infrastructure footprint.
- High-Volume Messaging Pipelines: Designed and validated asynchronous batch delivery pipelines via SendGrid and Sidekiq, enforcing IP warmup protocols and deliverability safety for large-scale campaign operations.
- Data Engine & Analytics: Engineered complex relational analytical queries across multi-million row content catalogs, powering real-time data visualizations and international media publishing.
- Zero-Downtime Platform Upgrades: Led Ruby and Rails framework upgrades across multiple core applications, sequencing database migrations and dependency updates to maintain uptime during platform modernization.
Selected Current Work
AI-Augmented Systems Engineer (Phalanx Duel)
Designing and building a real-time tactical game platform as a current hands-on laboratory for deterministic systems, product architecture, and controlled AI-assisted engineering.
- Designed a deterministic engine with replayable action logs and server-authoritative state transitions, making complex outcomes reproducible and independently verifiable.
- Built replay validation, adversarial coverage, and CI verification gates so state transitions can be checked across the complete lifecycle.
- Uses controlled agent workflows with bounded tasks, acceptance criteria, automated checks, and human-reviewed outputs rather than treating model output as authority.
Core Capabilities & Technologies
Technical Leadership & Cartography
- System Cartography & Knowledge Recovery
- Cross-Team Architecture & Technical Direction
- Lateral State & Supply Chain Dependency Mapping
- Evidence-Backed Technical Decision-Making
Legacy Systems & Modernization
- Strangler-Fig Decoupling & API Contracts
- Zero-Downtime Data Migration & Integrity
- Incident Response & Root Cause Analysis
- Distributed Systems & Asynchronous Processing
Delivery & Observability
- OpenTelemetry & Observability Architecture
- Network Boundary & Access Control Auditing
- Platform Enablement & Developer Velocity
- Database Performance & SQL Analysis
AI-Augmented Engineering
- AI Agent & Automation Interaction Mapping
- Codebase Discovery & Domain Rule Extraction
- LLM Orchestration & Deterministic Evaluation
- Bounded, Human-Reviewed Agent Workflows
Technologies
- Ruby on Rails
- PostgreSQL (including pgvector)
- Sidekiq & Redis
- AWS & Cloud Infrastructure
- Kubernetes, Docker & Linux
Selected Earlier Experience
- Senior Software Developer, BenchPrep : Owned enterprise assessment workflows, leading correctness and platform security in a high-concurrency environment.
- Senior Software Developer, ReachLocal : Owned API design and modernization strategy, leading incremental legacy migration for a high-volume digital marketing platform.
- Core Team Lead, Coderwall : Owned platform modernization and open-source transition, leading infrastructure cost reduction in a community-driven ecosystem.
- Engineering Learning & Development Business Partner, Groupon : Owned core backend systems for fraud and taxonomy, leading global engineering enablement during hyper-growth.
Career Foundations
Built and operated enterprise integrations, transactional systems, and early web products across consulting and product organizations, establishing the production discipline and community-centered craftsmanship that still shape my leadership.
- Revenue-critical commerce: Designed real-time inventory, locking, and fulfillment services for a high-volume ticket marketplace later acquired by a major industry operator.
- Consulting and software craftsmanship: Delivered systems across client environments while mentoring engineers, adopting Ruby and Rails, and helping build Chicago's craftsmanship community.
- Enterprise and operational systems: Built integration and operational software across large organizations, grounded in .NET, SQL, messaging, production support, and direct user needs.