Jobs at HOOPP (Healthcare of Ontario Pension Plan)

Leads HOOPP’s global interest rate investment strategy, including portfolio construction, capital allocation, trading execution, risk management, quantitative research, and technology initiatives. Identifies opportunities across Canadian and U.S. cash and derivatives markets, communicates strategy and performance to senior stakeholders, develops adjacent strategies, and leads talent development. The role also requires strong external market relationships and collaboration across total fund management, liquidity, risk, and investment teams.

Leads total fund data science, AI-enabled analytics, semantic modeling, governed data products, and investment reporting capabilities. Designs analytical models, ETL/ELT pipelines, semantic metric layers, data marts, and LLM/RAG interfaces across enterprise platforms. Provides technical oversight, governance, quality controls, stakeholder influence, and strategic delivery across Finance, Investments, Technology, and Data. Coaches colleagues and advances responsible AI adoption, reporting automation, investment insight generation, and operational efficiency.

Build and operate secure, scalable agentic AI applications and workflows across Azure and AWS. Lead initiatives from discovery and architecture through production delivery, rollout, adoption, and operational handoff. Develop AI agents, APIs, integrations, RAG solutions, and reusable platform services; evaluate emerging technologies; establish governance, observability, and responsible AI practices; and coach teams on secure AI adoption. Partner with business, engineering, security, governance, and risk stakeholders to deliver measurable value.

Operate and support HOOPP’s Ortec Pearl P&L performance system, monitor data flows, troubleshoot jobs, validate data quality, and maintain reporting processes. Develop automated reports and data-quality solutions using Qlik, Python, Snowflake, Excel, Power BI, and SAP HANA. Analyze investment data, architectures, transformations, and methodologies while coordinating requirements, testing, reconciliation, UAT, and cross-functional technology projects.

Leads HOOPP’s investment performance and P&L systems, including configuration, maintenance, troubleshooting, upgrades, data warehousing, integrations, reporting, automation, and data-quality governance. Analyzes investment data flows, validates calculations, supports new products and cross-functional projects, documents requirements, coordinates implementations, and oversees user acceptance testing. Partners with IT, investment, and operational teams, mentors analysts, manages vendors, and drives process improvements across investment reporting and analytics.

Build and prototype enterprise AI solutions, including agents, MCP integrations, Copilot extensions, and automations. Partner with business and technical stakeholders to identify valuable use cases, evaluate emerging AI technologies, and move successful proofs of concept toward production. Maintain reusable AI assets, document solutions for engineering handoff, advise leadership on AI strategy, and support responsible, secure, scalable adoption across the organization.

Senior-level securities operations analyst responsible for reviewing and approving daily trade capture across fixed income, equities and derivatives, performing reconciliations, resolving complex issues, supervising junior staff, supporting audits, processing corporate actions, and leading process improvement projects while liaising with investment, finance, custodians and IT teams.

Lead and execute end-to-end IT audit engagements, perform ITGC and controls testing, conduct data analytics and visualizations, support audit planning and remediation, and collaborate with IT, Finance and business stakeholders to mitigate risk and improve controls.

This role involves implementing HOOPP's Sustainable Investing strategy, analyzing sustainability impacts, conducting climate risk assessments, and synthesizing insights for portfolio resilience.

The Senior Director, Total Portfolio Risk oversees risk analytics and governance, partnering with investment management on portfolio oversight and contributing to risk innovation and methodologies.

Support optimization of the Fund's balance sheet, liquidity, and collateral by analyzing and executing funding strategies, assisting Delta One and funding trades, monitoring positions and collateral, building analytical tools, and improving processes while collaborating with investment, operations, and technology teams.

Lead investment data governance by designing and operating data quality controls, reconciling and troubleshooting investment system data, administering reference/security master and pricing data, managing vendors, supporting front-office/trading applications, and participating in system releases and MDM activities to ensure accurate, timely data for investment decision-making.

Own reliability, automation, and continuous delivery for the Insight Pension Platform. Build and maintain Azure DevOps CI/CD pipelines, manage 10+ environments, ensure platform security and compliance, respond to incidents, automate manual processes, coordinate releases with teams and vendors, and maintain operational runbooks and documentation while participating in Agile practices.

Lead design, implementation and continuous improvement of investment accounting processes and systems. Support new product accounting, translate business requirements into system solutions, manage UAT, participate in SimCorp upgrades, and provide day-to-day IA&R process guidance and cross-functional project support.

Support evaluation and execution of venture capital and growth equity fund commitments, co-investments, and direct investments. Perform due diligence, build financial models, prepare investment memos, monitor portfolio performance, and engage with fund managers and internal stakeholders. Contribute to research, strategy development, and process improvements while leveraging AI tools and data platforms to enhance analysis and decision-making.

Design, build, and operate secure, highly automated AWS cloud infrastructure using IaC and CI/CD. Troubleshoot production issues, improve observability and automation (including AI-assisted tools), collaborate with stakeholders, mentor junior staff, participate in on-call rotation, and drive platform innovation and governance.

Design, deploy, and operate secure, automated cloud infrastructure (primarily AWS) and networking. Troubleshoot production issues, build IaC with Terraform/Azure DevOps, drive automation using AI tools, optimize performance and security, mentor junior engineers, participate in on-call rotation, and collaborate with cross-functional teams to deliver reliable cloud platform solutions.

Perform and validate benefit calculations for retirements, terminations, family law, death, buybacks and transfers using QAM controls; ensure accuracy, escalate issues within SLAs, collaborate with Client Services and Actuarial & Data Insights, maintain procedures and knowledge base, and recommend process improvements.

Support sourcing, diligence, execution, and monitoring of private equity, co-investment, and fund opportunities. Build financial models, prepare investment memos, conduct industry/company research, assist deal structuring, monitor portfolio performance, support valuations and reporting, and contribute to strategic/internal initiatives and cross-functional deal execution support.

The Director, Fundamental Credit Risk conducts credit risk assessments for debt investments, partners with investment teams, and enhances credit monitoring practices using analytics and AI.