Rachel Sara Dearing
AVP, Digital Engineering Workplace Solutions Technology and Enablement Platforms @Canada Life
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WORK HISTORY
AVP, Digital Engineering Workplace Solutions Technology and Enablement Platforms @Canada Life
Accountable for digital engineering strategy and execution across Workplace Solutions, leading modernization of customer-facing digital platforms, cloud capabilities, and identity services supporting 3.5M+ Canadians. Lead 5 direct leaders and ~45 engineers/BSAs, overseeing a $15M annual investment portfolio with 8–10 enterprise initiatives delivered concurrently.CORE LEADERSHIP STRENGTHSDigital Engineering & Platform Cloud Identify ModernizationEngineering Op Model & Workforce StrategyGlobal Vendor & SOW GovernanceExecutive Business Stakeholder Alignment Engineering Strategy & Roadmapping
EDUCATION
York University
English, History
ABOUT RACHEL SARA DEARING
Enterprise digital and technology leader accountable for end-to-end digital platforms, cloud modernization, and engineering strategy supporting 3.5M+ Canadians. Proven leader of $15M+ annual investment portfolios, driving large-scale platform modernization, enterprise security uplift, and sustainable operating models that enable parallel delivery at scale. Recognized for operating at the intersection of business strategy, platform architecture, risk management, in highly regulated environments, with a track record of turning complex transformation into measurable outcomes.
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