Curt Jackson
Director, Product Management
- Role
- Director of Product Management at MediDrive, LLC
- Location
- Milwaukee, WI, US
- LinkedIn followers
- 500 followers
About Curt Jackson
I am a senior product leader with deep experience building transformative technology across the healthcare, mobility, and communications industries. Over my career, I’ve led the development of high-impact digital products, modernized legacy systems, launched enterprise-scale mobile and web platforms, and introduced AI capabilities that have reshaped how teams operate and how members experience care.At Modivcare, I have delivered some of the most innovative products in the organization’s history—from creating PCS’s first internally built product to modernizing the NEMT digital ecosystem and launching next-generation rideshare capabilities with Uber and Lyft. I’ve led the end-to-end development of mobile apps, workflow platforms, and mission-critical communication systems used by millions of members nationwide.My experience includes:• Applicant & Caregiver Platforms: Designing applicant tracking and onboarding systems for PCS operations.• NEMT Digital Transformation: Real-time ride tracking, trip visibility, automated trip communications, and high-volume API platform oversight handling millions of monthly calls.• Rideshare Innovation: Directing the product development and integration strategy for Uber and Lyft partnerships.• Mobile Product Leadership: Leading the creation of Modivcare’s first Member Mobile App, reducing call volume and improving rider experience.• AI Enablement: Rolling out Enterprise ChatGPT across the entire organization, building governance, training, and use-case frameworks.• Vendor & Platform Modernization: Managing a portfolio of 25+ vendors, leading integrations, and executing multi-region platform migrations.• Agile Leadership: Managing multiple onshore and offshore scrum teams with predictable delivery and strong alignment to business goals.• Technical Product Skills: API strategy, digital communications, workflow automation, hardware documentation, and product data management.My leadership philosophy is simple: build products that solve real operational challenges, strengthen the customer experience, and create measurable business impact. I thrive at the intersection of product strategy, execution, data-driven decision-making, and cross-functional collaboration.If you’d like to connect about product leadership, healthcare technology, rideshare innovation, or building high-performing teams, I’m always open to meaningful conversations.
Experience
Director of Product Management
Feb 2026 — Present
Responsible for the vision, strategy, and execution of MediDrive’s digital platforms and NEMT ecosystem.Systems: Oversight of BMS, TMS, and Member/Provider-facing mobile and web applications.Partnerships: Leading API strategy and technical integrations for national rideshare partners and third-party vendors.Modernization: Driving digital self-service, real-time ride tracking, and AI-driven automation to improve cost efficiency and user experience.
Education
The University of Arizona Global Campus
Master's Degree, Public Administration
2012 — 2014
Winona State University
Bachelor of Arts (B.A.), History
2006 — 2010
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