Rickey Helsel
@rickeyhelsel
Product Management Director blending engineering depth with AI-driven legal and enterprise SaaS product leadership.
United StatesWhat I'm looking for
I am a Product Management Director with 10+ years of experience bridging software engineering and product leadership across legal tech, fintech, and enterprise SaaS. I currently own the roadmap and delivery of a greenfield multi-tenant legal services platform and lead GenAI adoption for enterprise data compliance programs.
My background as a former software engineer gives me deep technical fluency in APIs, microservices, SaaS architecture, and AI/LLM integrations, enabling me to translate complex stakeholder needs into executed roadmaps and measurable business outcomes. I have led cross-functional teams, served as Product Owner and Scrum Master, and mentored other product and delivery leaders.
Notable achievements include driving a greenfield platform replacement program, implementing NetSuite with custom microservices, automating 250K orders via RPA for $500K annual savings, and improving delivery metrics and team velocity through Agile practices and tooling like Azure DevOps and Jira.
Experience
Work history, roles, and key accomplishments
Director of Product Management
UnitedLex
May 2024 - Present (1 year 9 months)
Owns roadmap and delivery of a greenfield multi-tenant legal services platform replacing Dynamics 365 and SharePoint assets; led GenAI data compliance program to identify PII/PHI for Cyber Incident Response clients and drove cross-functional execution across 8 managed service teams.
Project Manager
AlphaHelio
Apr 2024 - Jan 2025 (9 months)
Managed international IT infrastructure program for a manufacturing acquisition across 6 plants in 3 countries, delivering zero unplanned downtime during integration.
Product Owner
Oliver Technology
Oct 2023 - Mar 2024 (5 months)
Defined roadmap for a debt collection litigation SaaS serving banks and law firms; captured complex legal workflows and improved team velocity by ~20% via backlog prioritization and Azure DevOps best practices.
Program Manager
PropLogix
Mar 2021 - Oct 2023 (2 years 7 months)
Led NetSuite ERP implementation and migration to NetSuite plus microservices; delivered RPA automations processing 250K orders in 18 months for $500K annual savings and negotiated a 72% vendor cost reduction.
Project Manager & Scrum Master
Experian
Nov 2019 - Mar 2021 (1 year 4 months)
Increased value delivery by 88% for CrossCore identity and fraud SaaS and reduced backlog 50% in 90 days through WSJF prioritization; established Jira-driven delivery metrics and shifted teams to CI/CD automated testing.
GMDeveloped enterprise web applications and RESTful .NET microservices; accelerated value delivery by 66% as Scrum Master and implemented CI/CD pipelines with automated tests and quality scans across the SDLC.
Education
Degrees, certifications, and relevant coursework
UAUniversity of Arizona
Master of Science, Management Information Systems
Completed a Master of Science in Management Information Systems focused on IT management and systems integration.
FUFlorida State University
Bachelor of Science, Management; Management Information Systems
Earned a Bachelor of Science with a dual major in Management Information Systems and Management, emphasizing business and information systems alignment.
Availability
Location
United StatesAuthorized to work in
Job categories
Skills
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