Resume | Dan Gentry

Dan Gentry

Product, Technology & AI Innovation Executive

Ocala, FLdan@danielgentry.com linkedin.com/in/daniel-gentry danielgentry.com

Executive Summary

Product, technology, and AI innovation executive with 30+ years leading enterprise software, data, quality, and engineering organizations. Currently leads a 35-person product and engineering organization and $7M+ portfolio, with a record of modernizing operating models, accelerating delivery, and moving AI from experimentation into governed practice. Published author, TEDx speaker, and host of a 300+ episode podcast.

Leadership Profile

Enterprise product strategy, roadmaps, and portfolio ownership
AI transformation, adoption, and governed operating practice
Distributed team leadership and operating model design
Application modernization and delivery acceleration
Data platforms, analytics, and reporting at enterprise scale
Stakeholder alignment across business, technology, and compliance
Budget stewardship and resource governance
Public speaking, writing, and executive communication

Experience

Centene Corporation

04/2023 – Present

Senior Director of Quality Products and Innovation

09/2025 – Present

Lead a ~35-person organization with 8 direct reports across product management, engineering, analysis, and architecture, with accountability for roadmap, delivery, modernization, reliability, resources, and a $7M+ initiative portfolio.
Direct strategy for enterprise platforms serving 12,000+ internal and external users, including provider analytics and member outreach capabilities supporting 140,000–200,000 outbound calls per month.
Restructured a single resource pool into 5 product-aligned engineering pods, improving delivery focus, accountability, and roadmap clarity.
Launched the organization’s first fully AI-integrated development team and established AI Week, converting individual experimentation into structured practice and producing automation for schema extraction, documentation, SQL validation, testing, and recurring manual work.
Champion compliance-first AI adoption, shaping chatbot and voice-to-text concepts around HIPAA, protected-data handling, role-based access, audit logging, and red-team testing.
Maintain production accountability across the portfolio while guiding modernization across AWS, Snowflake, Aurora/Postgres, React, Go, and enterprise reporting infrastructure.

Senior Manager of Product Engagement

04/2023 – 09/2025

Reduced feature deployment cycles from six months to one month, materially improving organizational responsiveness.
Built and stabilized a resilient, fully staffed team through leadership transitions and a major reorganization while strengthening stakeholder relationships and product communication.

UnitedHealth Group

09/2006 – 04/2023

Senior Director of Technology Engagement, UHC Clinical Services & M&R

11/2021 – 04/2023

Led technology engagement across reporting, quality assurance, application support, and stakeholder-facing product operations for an organization of approximately 35 FTEs.
Developed the future-state roadmap and governance model for systems supporting clinical services and quality operations, balancing demand against capacity and strategic priorities.
Turned around a troubled team after reorganization by stemming turnover, rebuilding capacity, organizing the backlog, and restoring a healthy delivery path with stakeholders.

Associate Director of Technology Engagement, UHC Clinical Services

02/2019 – 11/2021

Created a pod-based operating model pairing product, analysis, data, and delivery leadership around product portfolios; led two full pods plus project management support totaling 17 FTEs.
Partnered across business and technology organizations on multiple enterprise applications with an approximately $5M operating budget.

Senior Manager, Web Development, Quality Management & Optum

02/2016 – 02/2019

Led a team of 5–8 developers and owned architecture as a flagship enterprise application scaled from approximately 250 to more than 2,000 users.
Implemented formal code versioning and automated release practices, modernizing software delivery.

Lead .NET Developer, Quality Management

10/2012 – 02/2016

Modernized a legacy data-collection engine into a SQL Server and web-based platform, architecting the interface, database, and services layers.

.NET Developer, Network Operations & UHG IT

09/2006 – 10/2012

Designed web, desktop, and service applications for enterprise data reconciliation, including identity, SQL, data-mart, and cross-platform integration capabilities.

Independent Insurance and Real Estate Professional

01/2002 – 09/2006

Independent agent for a legal insurance company — sales, operations, and P&L ownership, end to end.
Simultaneously a licensed real estate agent (independent contractor) in a brokerage office, managing my own client pipeline and transactions.

AIMCO

11/1996 – 01/2002

Director of Information Architecture

10/1998 – 01/2002

Led architecture for the web division and managed 6–12 developers, technical writers, and quality professionals.
Integrated web systems with enterprise platforms and data sources, documented data flows, and set the vision for future web capabilities.

Internet Programmer

11/1996 – 10/1998

Built the company intranet from the ground up and managed a contractor development team.

Guerra Development Corporation

10/1992 – 08/1996

System Administrator and Civil Engineering Technician