Senior Director Investment Operations

Location :22 St. Clair Avenue East Toronto Ontario M4T 2S7 About Wittington Wittington Investments Limited a private Canadian company is the holding company of the Weston group of companies which includes George Weston Limited, Loblaw Companies Limited and Choice Properties REIT. George Weston Limited is a Canadian public company founded in 1882. George Weston has two operating segments: Loblaw Companies Limited (Canada’s largest food and drug retailer and a provider of financial services) and Choice Properties Real Estate Investment Trust (Canada’s largest and preeminent diversified REIT). With over 200,000 employees working at George Weston and its operating segments the group of companies represent one of Canada’s largest private sector employers. Integrity – We lead with integrity and humility Professionalism – We invest and serve with courage and excellence Long‑term thinking – We prioritize long‑term thinking and outcomes over short‑term fixes and outputs Contributing – We believe that our greatest strength lies in our people, our culture and our shared purpose Opportunity As Senior Director Investment Operations you will be a senior leader responsible for the operational infrastructure, reporting accuracy, valuation processes and treasury management that support Wittington’s diversified investment portfolio and the venture fund. This role blends strategic oversight with hands‑on execution ensuring that operations run seamlessly, valuations are rigorous and defensible, reporting is timely and insightful, and treasury functions maximize liquidity and capital efficiency. The role reports to the VP Finance and Treasury who will mentor you to grow with the Company, challenge you to take on increasing levels of responsibility, innovate continuously and develop your leadership abilities. Key Responsibilities Investment Operations Oversee trade execution, capital calls/distributions, settlement and reconciliation across a multi‑asset‑class portfolio. Ensure portfolio data integrity, investment accounting accuracy and timely close processes in coordination with finance teams and external administrators. Implement and maintain robust operational controls and governance frameworks. Ensure compliance with investment policies and procedures including documentation, benchmarking and custodian coordination. Investment Reporting Lead preparation of recurring and ad‑hoc investment performance reports, portfolio analytics and exposure summaries for leadership, boards and other stakeholders. Oversee the maintenance and improvement of investment systems (e.g. Northern Trust FOS) to enhance reporting flexibility and performance tracking. Ensure investment reports are created based on industry standards and completed and distributed with high quality and within the expected timelines. Build and enhance dashboards and reporting tools that deliver clear actionable insights. Collaborate with investment teams to provide both qualitative and quantitative portfolio analysis for strategic decisions. Develop an ongoing working relationship with Investment and Finance colleagues to understand strategies, policies and transactions as they pertain to performance measurement and other reporting. Valuation Oversee and manage the valuation process for all investments including private equity, private funds, real estate, credit and other assets. Develop and maintain valuation policies and procedures in compliance with accounting standards and industry best practices. Coordinate with investment teams, finance auditors and third‑party valuation specialists to ensure accurate and timely valuations. Present and defend valuations to internal and external stakeholders as required. Treasury Management Direct daily treasury operations including cash flow forecasting, liquidity management, payment processing and banking relationships. Implement financing strategies and manage financial risks (e.g. FX, interest‑rate exposure). Ensure compliance with treasury‑related regulatory requirements and internal controls including segregation of duties and credit risk protocols. Lead automation and dashboard development to streamline treasury reporting and insights. Strategic & Leadership Contributions Support strategic decisions through financial insights on capital budgeting, investment strategies and risk management. Partner with leadership to align operations, valuation, reporting and treasury strategy with overall business objectives. Drive continuous improvement through technology adoption and process enhancements across investment and treasury functions. Stay abreast of industry standards and best practices while continuously seeking opportunities to enhance operational efficiency and mitigate operational risks. Foster a culture of accountability, innovation and professional development. Other ad‑hoc duties as required. Qualifications & Experience Bachelor’s degree in Finance, Accounting, Economics or related field required; MBA, CFA or CPA strongly preferred. 10 years of progressive leadership in investment operations, investment reporting and valuation within a private investment company, asset management firm, family office or institutional investment environment. Deep knowledge of investment structures, fund administration, custody and performance measurement. In‑depth technical expertise in valuation methodologies for private and illiquid assets including DCF, market comparables and third‑party appraisal processes. Proven ability to deliver accurate board‑ready investment reporting and defend valuations. Advanced treasury skills including liquidity optimization, capital planning and FX risk management. Proficiency with portfolio management systems, BI/reporting tools and advanced Excel/data modeling. Strong governance and control mindset with experience building and enforcing operational and valuation policies. Exceptional communication, stakeholder management and presentation skills. Ability to operate in a fast‑paced environment with numerous competing priorities and reporting deadlines. Exceptional interpersonal skills with a proven ability to build trusting relationships at all levels of the organization. Strong team player with excellent problem‑solving, communication and client service skills as well as the ability to take ownership and manage projects. What We Offer A friendly, collaborative and inclusive culture A total rewards package that includes competitive compensation, flexible benefits as well as pension and investment plans Tuition reimbursement and training to help you reach your full potential Wellness programs and initiatives Wittington is an equal opportunity employer committed to promoting a diverse and inclusive workplace. We know our success depends on the perspectives and contributions of all our employees. Diverse backgrounds and experiences make our business stronger. If you are contacted for a job opportunity and require accommodation please email so we can ensure you have an accessible candidate experience throughout the recruitment process. All requests are confidential and used only to meet candidate needs. We thank all applicants for showing an interest in this position. Only those selected for an interview will be contacted. #J-18808-Ljbffr