Rob Williams
AVP, Product Management Solutions @League
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WORK HISTORY
AVP, Product Management Solutions @League
Toronto and Hamilton, ON, CA
Lead product management and solution design for League’s enterprise clients in Canada. Accountable for evolving core product functionality, improving overall product adoption, and ensuring millions of Canadians get the most out of League’s AI-powered healthcare platform.
EDUCATION
Mount Royal University
Broadcasting (Diploma), Radio and Television Broadcasting Technology/Technician
The University of Lethbridge
Bachelor of Arts (B.A.), English
University of Waterloo
Master of Arts (M.A.), Rhetoric and Communication Design
University of Waterloo
Advanced Web Design and Development, Web Page, Digital/Multimedia and Information Resources Design
SKILLS
ABOUT ROB WILLIAMS
I’m a product and design leader with 15+ years of experience building scalable digital products, platform capabilities, and high-performing teams across software, SaaS, consumer, and enterprise environments.My work sits at the intersection of product strategy, platform modernization, UX/CX, and operating model design. I’ve led multidisciplinary teams, partnered closely with engineering, data, and business leaders, and helped turn complex customer and operational needs into product direction that scales.A few themes that define my background:• Product leadership for software and platform businesses.• Scalable product strategy and roadmap execution.• Platform modernization and systems thinking.• AI-enabled product experiences and internal workflow automation.• Product operations, operating model design, and team enablement.• Cross-functional leadership with engineering, design, data, and operations.• Talent development, coaching, and leadership growth.• Enterprise customer discovery and product translation.In my current role as AVP of Solutions Product Management at League, I lead product management and solution design for enterprise customers on League\'s AI-powered healthcare platform. Previously at Sun Life, I led platform product management for core digital channels supporting millions of clients, overseeing large-scale investment portfolios and helping modernize web, mobile, identity, and support experiences.
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