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Cynthia Bour

Cynthia Bour

Investment Operations & Business Transformation | AI Automation | Change Management | Project Delivery

Talent
TorontoMember since October 6, 2026
Executive ReportingDynamics 365Power BIPower AutomateMicrosoft CopilotOperations ConsultantChange ManagementProgram ManagementAi AdoptionAutomationProject ManagementInvestmentWealth ManagementStakeholder EngagementCommunication StrategyClient OnboardingWorkflow AutomationProcess MappingOperations ManagementOperational ExcellenceBoard DirectorFinancial ReportingContract NegotiationKpi ReportingAsset ManagementRisk Management
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Executive ReportingDynamics 365Power BIPower AutomateMicrosoft Copilot

About

Prosci-certified Operations & Transformation Leader with 8+ years of experience turning complexity into clarity and ideas into practical solutions that improve how businesses work. I’m a systems thinker who naturally connects the dots across people, process, technology, data, and governance to understand what’s getting in the way and how to make things better. I bring an operator’s understanding of what works in practice, an advisor’s ability to ask the right questions, and a change leader’s focus on bringing people along.

Whether I’m solving an operational problem, leading a transformation, or building a better way of working, I focus on reducing risk, creating capacity, and delivering measurable business value.

Experience

MANAGER - INVESTMENTS, SERVICE & DELIVERY at Willis Towers Watson (WTW) (2024-02 – Present)

  • Lead end-to-end delegated investment client onboardings, transitions, and custodian conversions across North America representing $150M–$1.2B AUM per mandate, advising CFOs, senior executives, and pension/finance teams on future-state operating models for portfolio management while managing delivery from contracting through portfolio transition to our platform; create transition plans, build roadmaps, hold cross-functional leads accountable to roadmap milestone target dates and proactively manage timelines, dependencies, resource constraints, downstream impacts, and risks to protect the critical go-live implementation deadline
  • Lead discovery and redesign of the onboarding operational model across Research, Sales, Legal, Compliance, Operations, and Technology, mapping end-to-end cross-functional processes and handoffs across the onboarding life cycle to resolve regional gaps and pain points, strengthen governance, streamline legal/compliance reviews, and reduce cycle time from business win through portfolio implementation of initial trade
  • Canada SME lead for the end-to-end onboarding enterprise transformation, translating business requirements and governance controls into Sharepoint and Dynamics 365 workflows, replacing fragmented email processes with an automated, audit-ready workflow that saves 2–3 hours weekly of administrative effort per active client; partnering with the Technology team through design, UAT, iterative production releases, validation, implementation, training, feedback, and reinforcement
  • Champion AI and automation use cases through Power Automate and Microsoft Copilot, embedding governance controls and training teams on new ways of working to increase capacity for higher- value delivery; improved adoption and performance through Power BI redesign of KPI dashboard, to include RAG-based reporting to surface risks and issues for earlier intervention and proactive course correction, thereby reducing time to revenue by 25 days on a 12 month rolling average
  • Lead delivery oversight across concurrent projects and institutional client onboardings through integrated plans, RAID management, and executive reporting; escalate risks, decisions, and delivery constraints to senior leadership and steering committees
  • Partner with the Sales teams to present the end-to-end client onboarding transition during RFP finalist pitch presentations to strengthen confidence in risk management and service delivery
  • Primary escalation resource for Canadian client transitions, resolving complex delivery issues while coaching employees and delivering operational excellence and change-adoption training to strengthen execution and adoption of new processes and ways of using legacy technologies

PORTFOLIO ASSOCIATE at Baskin Wealth Management (2020-12 – 2023-11)

  • Led complex onboarding and wealth operations for HNW/UHNW clients across trust structures, investment accounts, external advisors, portfolio reviews, tax deliverables, and ongoing servicing

LICENSED INVESTMENT ASSOCIATE at Wellington-Altus Private Wealth (2017-09 – 2020-07)

  • Directed the end-to-end migration of 237 client relationships from an MFDA to an IIROC platform, leading client outreach, regulatory re-papering, AML/KYC remediation, suitability assessments, and cross-functional execution to ensure compliant conversion and business continuity
  • Supported adoption of the new operating model by identifying readiness gaps and resistance through stakeholder feedback, translating regulatory requirements and process changes into client communications, and providing hands-on training and coaching to reinforce new workflows

BOARD TREASURER at Rexdale Community Health Centre (2021-09 – 2025-09)

  • Led Board financial oversight across budgeting, financial reporting, reserve planning, KPI dashboards, and resource allocation, strengthening long-term sustainability and identifying partnership/vendor opportunities that generated up to 25% in cost savings; received an Outstanding Contribution Award for Board leadership

Education

B.A. Honours in Economics: Concentration in Financial Economics – Carleton University

Skills

Investment Operations & Business TransformationAI AutomationChange ManagementProject Delivery

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