Mike Hall

Staff Software Engineer

Summary

Staff software engineer who owns and stabilizes revenue-critical platforms in regulated environments, leading hands-on modernization of legacy Ruby on Rails and PostgreSQL systems under continuous production load. Focused on reducing systemic risk, improving data integrity, and making complex systems understandable enough for teams to debug, operate, and change safely. Leads incident response, drives observability adoption, and coordinates cross-team execution to deliver durable improvements. Uses AI-augmented workflows to accelerate analysis, remediation, and delivery while maintaining correctness and operational discipline.

Experience

Associate Director, Staff Engineer

OneMain Financial | Remote | -

Owned architecture, production stability, and delivery execution for a revenue-critical customer acquisition platform in a regulated financial environment, leading cross-team modernization of a legacy Rails system under continuous load.

  • Fragmented ownership and unclear system boundaries were resolved by reconstructing end-to-end execution flows and establishing a unified execution model, enabling coordinated cross-team delivery and reducing production debugging time.
  • Extended downtime during high-severity production incidents was minimized by serving as the technical escalation point and leading cross-team diagnosis, restoring service quickly and standardizing incident response under real production conditions.
  • Data integrity failures in the revenue funnel were eliminated by re-architecting multi-step Rails workflows and state handling, enabling safe platform upgrades while maintaining uninterrupted production operation.
  • Coordination gaps between product and platform work were reduced by founding the ACQ Enablement function and restructuring team ownership, aligning engineers around modernization efforts without slowing feature delivery.
  • Operational blind spots during incident response were eliminated by driving adoption of OpenTelemetry, improving system visibility and enabling reliable cross-system diagnosis.
  • Compliance risks around sensitive customer data were mitigated by partnering with enterprise architecture to redesign PII handling, enabling safe data migration and meeting regulatory requirements.
  • Friction in adopting AI under corporate security constraints was reduced by introducing local LLM workflows and token optimization tooling, improving developer productivity while maintaining data privacy.

Senior Backend Developer

SK Holdings, Inc. | Chicago, IL | -

Owned backend system stability and performance for a high-traffic Rails platform supporting millions of users, leading modernization and data-layer optimization to improve reliability and delivery under production load.

  • Critical performance bottlenecks under peak traffic were resolved by replacing expensive reporting queries with Materialized Views and migrating cache and session workloads to Redis, improving response times and isolating transactional databases from non-critical load.
  • Accumulating technical debt across a legacy Rails ecosystem was reduced by leading hands-on upgrades of core Ruby and Rails stacks across multiple applications, maintaining service continuity during high-risk platform transitions.
  • Slow and unreliable delivery cycles were improved by re-architecting CI/CD pipelines for parallel execution, reducing feedback time and enabling more consistent and predictable releases.
  • Limited operational visibility across distributed services was addressed by introducing centralized logging and Prometheus-based monitoring, enabling earlier detection of performance issues and reducing production firefighting.
  • High-volume data synchronization challenges were solved by designing and implementing data pipelines to move and reconcile millions of records across systems, supporting reliable integrations and new business capabilities.

Senior Software Developer

BenchPrep | Chicago, IL | -

Owned enterprise assessment workflows, leading correctness and platform security in a high-concurrency environment.

  • Critical assessment calculation errors were addressed by analyzing and optimizing complex PostgreSQL queries, improving accuracy and reducing response times.
  • Vulnerable submission pipelines were addressed by implementing JWT-based response verification, preventing tampering and enforcing once-only processing.
  • Unsafe third-party integrations were addressed by designing a secure cross-origin API for embedded clients, establishing explicit trust boundaries.
  • High-concurrency performance bottlenecks were addressed by optimizing database interactions, reducing operational risk under heavy load.
  • Rework and unclear requirements were addressed by introducing lightweight team practices, improving delivery reliability.

Selected Projects

AI-Augmented Systems Engineer (Phalanx Duel)

Independent | Remote | -

Built a production-oriented real-time platform using deterministic system design and AI-augmented workflows to ensure reproducible behavior and verifiable outcomes.

  • Inconsistent multi-step system behavior was eliminated by designing a deterministic engine with replayable action logs and server-authoritative state transitions, ensuring reproducible outcomes and strict data integrity.
  • Undetected defects in complex workflows were reduced by implementing replay validation and adversarial test coverage, enabling deterministic correctness across system layers.
  • Fragmented interactions across system components were unified by building end-to-end APIs and persistent state management, supporting reliable lifecycle execution from request to replay.
  • Delivery risk in a rapidly evolving system was mitigated by implementing CI verification gates including typechecking, automated testing, and determinism checks.
  • Unstructured use of AI in development was replaced by defining controlled agent workflows with task decomposition, acceptance criteria, and human-reviewed outputs.

AI-Augmented Rails Systems Engineer (WWWorkRemote)

Independent | Remote | -

Built a Rails-based data platform using PostgreSQL and vector search to ingest, normalize, and analyze large volumes of job data with controlled AI-assisted workflows.

  • Fragmented job data across multiple sources was unified by building a Rails ingestion and normalization pipeline, enabling consistent storage and downstream processing in PostgreSQL.
  • Low-signal job matching was improved by implementing semantic search using pgvector, enabling more precise alignment between candidate profiles and job requirements.
  • Inconsistent behavior across AI providers was reduced by designing a provider-agnostic orchestration layer, enabling controlled use of multiple models with consistent outputs.
  • Risk of prompt injection and malformed input was mitigated by implementing a multi-stage guardrails pipeline with normalization and heuristic scanning, improving safety of AI-driven workflows.
  • Drift between generated output and system constraints was reduced by injecting static analysis signals into AI workflows, ensuring adherence to security and architectural requirements.

Core Capabilities & Technologies

Architecture & Delivery

  • Platform Architecture & Modernization
  • Distributed Systems & Asynchronous Processing
  • System Legibility & Flow Mapping
  • Incident Leadership & Production Debugging

Systems & Operations

  • Observability (OpenTelemetry)
  • System Reliability & Risk Management
  • CI/CD & Production Delivery

AI-Augmented Engineering

  • AI-Assisted Development Workflows
  • LLM Orchestration & Evaluation
  • Prompt Safety & Verification

Technologies

  • Ruby on Rails
  • PostgreSQL (including pgvector)
  • Sidekiq & Redis
  • AWS
  • SQL & Data Analysis
  • Go, Clojure

Additional Experience

  • Senior Software Developer, ActiveCampaign | September 2018 - December 2018 | Chicago, IL : Owned core system testability and performance at scale, leading legacy modernization in a highly coupled CRM platform.
  • Senior Software Developer, ReachLocal | March 2015 - November 2016 | Remote : Owned API design and modernization strategy, leading incremental legacy migration for a high-volume digital marketing platform.
  • CTO, KloboMedia | March 2014 - September 2016 | Remote : Owned end-to-end platform architecture, leading high-throughput data integration for an early-stage social media startup.
  • Core Team Lead, Coderwall | January 2014 - December 2014 | Remote : Owned platform modernization and open-source transition, leading infrastructure cost reduction in a community-driven ecosystem.

Earlier Experience

Built enterprise systems, startup platforms, and revenue-critical fulfillment services across consulting, product, and operational environments.

  • TicketsNow: Designed and delivered a real-time inventory locking and order fulfillment service that generated more than $2 million in annual revenue.
  • Groupon and Obtiva: Led onboarding, mentoring, and engineering enablement work while delivering backend systems in high-growth and consultancy environments.
  • BrightStar, Motorola, BP, and earlier enterprise roles: Built integration and operational systems across large organizations with a foundation in .NET, SQL, and production support.
rticle>