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I'm a Product Systems Engineer specializing in AI-powered decision-support tools for regulated domains, and a licensed insurance broker with a track record in high-stakes environments. I design and implement systems that blend deterministic eligibility logic with explainable AI, delivering auditable decision-support interfaces for complex insurance workflows. My hospitality and insurance background informs a human-centered approach to AI, where I build guardrails, state machines, and transparent reasoning paths to reduce risk and improve operational clarity. I prioritize explainability, traceability, and regulatory review-readiness in every workflow I design.…I'm a Product Systems Engineer specializing in AI-powered decision-support tools for regulated domains, and a licensed insurance broker with a track record in high-stakes environments. I design and implement systems that blend deterministic eligibility logic with explainable AI, delivering auditable decision-support interfaces for complex insurance workflows. My hospitality and insurance background informs a human-centered approach to AI, where I build guardrails, state machines, and transparent reasoning paths to reduce risk and improve operational clarity. I prioritize explainability, traceability, and regulatory review-readiness in every workflow I design.

Devin T O’Rourke

AI Engineer, Data Scientist, QA Engineer, +4

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I'm a Product Systems Engineer specializing in AI-powered decision-support tools for regulated domains, and a licensed insurance broker with a track record in high-stakes environments. I design and implement systems that blend deterministic eligibility logic with explainable AI, delivering auditable decision-support interfaces for complex insurance workflows. My hospitality and insurance background informs a human-centered approach to AI, where I build guardrails, state machines, and transparent reasoning paths to reduce risk and improve operational clarity. I prioritize explainability, traceability, and regulatory review-readiness in every workflow I design.…I'm a Product Systems Engineer specializing in AI-powered decision-support tools for regulated domains, and a licensed insurance broker with a track record in high-stakes environments. I design and implement systems that blend deterministic eligibility logic with explainable AI, delivering auditable decision-support interfaces for complex insurance workflows. My hospitality and insurance background informs a human-centered approach to AI, where I build guardrails, state machines, and transparent reasoning paths to reduce risk and improve operational clarity. I prioritize explainability, traceability, and regulatory review-readiness in every workflow I design.

Available to hire

I’m a Product Systems Engineer specializing in AI-powered decision-support tools for regulated domains, and a licensed insurance broker with a track record in high-stakes environments. I design and implement systems that blend deterministic eligibility logic with explainable AI, delivering auditable decision-support interfaces for complex insurance workflows.

My hospitality and insurance background informs a human-centered approach to AI, where I build guardrails, state machines, and transparent reasoning paths to reduce risk and improve operational clarity. I prioritize explainability, traceability, and regulatory review-readiness in every workflow I design.

Skills

Experience Level

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Intermediate

Intermediate

Intermediate

Work Experience

Product Systems Engineer — Decision Support & Regulated Domains

October 1, 2025 - Present

Designed end-to-end production-style decision-support systems for regulated insurance workflows, prioritizing deterministic logic, explainability, and failure-aware UX. Built multi-step intake, qualification, and recommendation workflows; encoded CMS regulations; implemented state-machine style journeys; developed RAG pipelines for source-grounded outputs; built human-in-the-loop review; exposed reasoning paths and failure handling; converted manual agent workflows into auditable, deterministic pipelines with traceable state transitions.

Licensed Insurance Broker at The Assurance Group

January 1, 2025 - Present

Conducted high-volume client evaluations across Original Medicare, Medicare Advantage, Medigap, Life, and Ancillary Health; translated CMS regulations into structured decision frameworks; identified workflow inefficiencies and informed AI automation design to improve risk mitigation and throughput.

Executive Chef & Operations Lead at Various Roles

January 1, 2016 - December 31, 2024

Led high-volume, compliance-driven hospitality operations, designing and maintaining SOPs, staffing models, and real-time failure handling; built scalable training systems and scheduling logic; implemented inventory control and regulatory compliance programs to maintain audit readiness.

Insurance Broker (Licensed) at The Assurance Group

January 1, 2025 - Present

Conducted high-volume evaluations across Original Medicare, Medicare Advantage, Medigap, Life, Annuities, and Ancillary Health; translated CMS regulations into structured decision frameworks and identified workflow inefficiencies to inform AI automation design for risk mitigation and throughput.