The prospect
The Specialist provides specialized program and analytical support for key Corporate Services programs, with a focus on Real Estate Operations (REO) vendor governance, lease administration and corporate insurance. The role analyzes contractual, financial, insurance and operational information, coordinates key program activities and develops recommendations to support informed management decisions, financial control, and risk management across OTPP’s global real estate portfolio.
Who you'll work with
The Specialist is part of the Corporate Services team and reports to the Director, Real Estate Operations & Workplace Transformation. The role works closely with REO and partners across Finance, Procurement, Risk, Legal, and regularly engages with landlords, property managers, brokers, insurers, consultants and strategic vendors on assigned vendor, lease and financial matters.

What you'll do

Execute established REO vendor governance processes by monitoring contractual obligations, service levels, performance measures, financial commitments and renewal requirementsAnalyze vendor performance, costs, staffing models and commercial terms, identify risks or performance issues and prepare recommendations for management on cost, scope, performance and value for moneyCoordinate procurement, contract renewal and vendor review activities by preparing requirements and providing commercial, financial and performance analysis to support management decisionsAdminister lease requirements across the global real estate portfolio, including critical dates, notices, financial obligations, renewal options and other contractual requirementsReview lease and related financial information, identify discrepancies, risks and upcoming obligations and coordinate required actions, escalating matters requiring commercial,



legal or management decisionsIndependently execute the administrative and operational requirements of OTPP’s Corporate Insurance Program, including intake and triage, certificates of insurance, and applications, exposure data collection, valuations, policy documentation, claims administration support and program reportingReview and analyze insurance information, claims activity and renewal requirements, identify gaps, inconsistencies, or emerging issues and prepare supporting analysis and options for management review and decisionCoordinate with brokers, insurers and internal stakeholders to complete program requirements, support renewal submissions, manage timelines and follow up, maintain audit-ready records and controls, track actions to completion and escalating material mattersDevelop and maintain reporting, governance, processes and controls across assigned REO programs, identify gaps and implement approved improvementsAnalyze vendor, lease, insurance and other assigned REO expenditures, contractual commitments, forecasts and variances to support budgeting, forecasting and cost managementThis is an individual contributor role with responsibility for independently executing defined Real Estate Operations programs and processes within established frameworks and authority. The Specialist coordinates cross-functional stakeholders and external service providers and informs financial,



commercial and operational decisions through analysis, judgment and recommendations. The role works with confidential and commercially sensitive information, including budgets, vendor agreements and staffing costs, lease terms, insurance exposures, claims information and contractual commitments. The Specialist works independently within established policies, contracts, budgets, governance frameworks and program requirements and exercises judgment in evaluating insurance, vendor, lease and financial information. The role determines appropriate actions within assigned responsibilities, identifies risks and exceptions, resolves issues within established requirements and develops recommendations where management decisions are required. Matters involving material financial commitments, changes to contractual terms or service scope, insurance coverage or claims positions, significant vendor or lease disputes, risk acceptance or broader operational impacts are escalated with clear analysis and recommended options.
What you’ll need
Post-secondary education in business, real estate, facilities management, finance or a related discipline, or equivalent professional experienceMinimum 5 years of progressive experience in real estate operations, vendor management, contract administration or a related corporate environment;
Corporate Insurance program experience is considered an assetDemonstrated experience working independently with vendors, contracts, leases, financial information and other commercial documentationStrong analytical and problem-solving skills with the ability to assess information, identify risks or issues and develop clear recommendationsKnowledge of vendor governance, lease administration, budgeting

📌 Specialist, Corporate Services (Winnipeg)
🏢 Ontario Teachers' Pension Plan Board
📍 Winnipeg