Michael Fleener

About Michael Fleener

Engineering Leader | AI-Driven Operations | Enterprise DeliveryEngineering leader with a track record of scaling teams, modernizing platforms, and improving delivery outcomes in complex enterprise environments. Combines strong operational leadership with emerging expertise in AI-driven engineering systems, designing solutions that improve workflow efficiency, planning accuracy, and decision-making at scale.Proven ability to translate emerging technologies into scalable operational systems that improve engineering efficiency, planning accuracy, and delivery outcomes.AI & Engineering Innovation• Drive engineering process innovation by introducing AI-enabled workflows that improve team efficiency and delivery predictability• Architected an AI-driven engineering operating system spanning refinement, estimation, sprint analytics, and management decision support• Built a multi-stage workflow pipeline converting unstructured requirements into development-ready artifacts and structured engineering estimates• Developed a real-time scrum intelligence system for sprint health, risk detection, bottleneck analysis, and delivery forecasting• Created an AI-powered management assistant for performance analysis, retention risk identification, and team health insights • Established governed AI design patterns (structured schemas, validation layers, non-inference guardrails) ensuring consistent, reliable outputs• Applied AI to improve planning accuracy, reduce ambiguity, and enable proactive engineering and leadership decisions• Established repeatable AI-driven workflow patterns, enabling broader adoption across engineering teams

Experience

1. Software Engineering Manager

   HCA Healthcare

   Sep 2023 — Present · Nashville, TN, US

   Own delivery across multiple engineering teams supporting enterprise-scale healthcare platforms in a regulated enterprise environment.AI & Operational Innovation• Designed and deployed a connected AI system across engineering workflows, improving how work is defined, estimated, executed, and managed• Implemented AI-driven refinement and estimation pipelines, improving ticket quality and reducing refinement overhead across teams• Built a data-driven sprint analytics framework providing real-time visibility into delivery health, risks, bottlenecks, and execution trends• Enabled proactive sprint management through structured analytics including bottleneck detection, flow efficiency, and risk forecasting • Improved consistency of work entering development and reduced refinement and planning overhead across teams• Increased visibility into sprint risk and delivery performance, enabling more proactive execution managementDelivery & Leadership• Lead cross-functional engineering teams delivering critical healthcare applications supporting front-line operations• Directed successful upgrade to Sitecore 10.4, coordinating across architecture, infrastructure, and security teams• Delivered new hospital registration platform improvements, increasing system reliability, scalability, and maintainability• Drive cross-functional alignment across product, architecture, and engineering to ensure execution against strategic priorities and highest-value outcomes• Mentor engineering managers and developers, building stronger leadership capability and team performance• Identify and resolve delivery risks and process inefficiencies, improving predictability and execution quality

Education

• University of Kentucky

  Bachelors, Computer Science

  1991 — 1998

Skills

• Sql
• E-Commerce
• Xml
• IT Management
• Business Intelligence
• Web Development
• Business Analysis
• Software Development
• Integration
• Process Improvement
• Oracle
• Content Management
• Erp
• Data Warehousing
• .net
• Agile Methodologies
• Unix
• Management
• Sharepoint
• Enterprise Architecture
• Project Management
• Sdlc
• Software Development Life Cycle (Sdlc)
• Offshore Resource Management
• Software Project Management
• Agile Project Management
• Leadership