Senior Program Leader – Strategic Delivery & Change

Location: Toronto, London (Hybrid – 3 days/week in office)

Type: Sub-contract

This posting is for an incorporated contract engagement and is not an employment position.

Candidate MUST Have The Following:

• 15+ years of experience in program/project management, and/or business transformation (financial services/operations experience is an asset);
• Post‑secondary degree or equivalent combination of education and experience;
• PMP, PgMP, PRINCE2, Lean/Six Sigma, or Agile certification(s) are assets;
• Demonstrated ability to lead through influence as a senior individual contributor, facilitating alignment and decisions across diverse stakeholders;
• Strong governance and delivery discipline: scope, schedule, dependency, risk/issue, and change management;
• Excellent communication skills with experience creating executive‑ready updates, presentations, and concise written recommendations;
• Analytical and metrics‑oriented; able to define outcomes, establish baselines, and track benefits/OKRs/KPIs;
• Agile mindset with a demonstrated ability to work through ambiguity and manage multiple time‑sensitive concurrent deliverables;
• Strong planning, organization, and attention to detail with a bias for action and follow‑through;
• Credibility to build trusted relationships across businesses and functions, provide sound advice, and challenge constructively;
• Understanding of technology‑enabled change and the impacts to operations, customers, and advisors;
• Advanced proficiency with Office 365 applications (e.g., PowerPoint, Excel, Teams, SharePoint), experience with reporting/dashboard tools is an asset.

Candidate Should Have The Following Demonstrated Experience:

• Overseeing the planning and delivery of assigned strategic initiatives, navigate ambiguity, identify risks and issues, and drive mitigation across multiple domains;
• Leading integrated project management practices including RAID management, dependency management, change control, and release/readiness planning;
• Developing and maintaining executive‑level status reporting, dashboards, and materials that provide an integrated view of progress, decisions, risks, and outcomes;
• Leading strategic initiative intake, prioritization support, planning, delivery, and governance in partnership with business and technology stakeholders;
• Partnering with stakeholders across the organization to refine the project charter, define the problem‑to‑solve, and translate objectives into a clear delivery approach and high‑level requirements;
• Defining milestones, dependencies, assumptions, and resource needs, proactively surface trade‑offs and options;
• Establishing fit‑for‑purpose governance and operating cadence (forums, decision logs, escalation paths), ensuring timely decisions and transparent progress;
• Coordinating with leaders to engage the right subject matter experts and maintain role clarity and accountability across workstreams;
• Building strong cross‑functional relationships and influence outcomes through facilitation, structured problem solving, and executive‑ready communication;
• Supporting development of initiative‑level business cases, including value drivers, costs/effort estimates, and key assumptions – tracks deployment of project budgets across multiple projects, including forecasting, variance analysis, and financial reporting;
• Assessing impacts to people, processes, and systems, ensure appropriate consideration of controls, audit practices, risk, and compliance requirements;
• Acting as a change leader by supporting stakeholder engagement, communication planning, and adoption/sustainment activities across the delivery lifecycle;
• Contributing to annual planning by consolidating roadmaps, estimates, capacity/resource needs, and key risks across the initiative portfolio;
• Partnering with senior stakeholders to shape strategic and operational plans, ensuring initiatives remain aligned to business value and organizational strategy;
• Driving benefits realization practices: define expected outcomes, establish baseline metrics, track delivery against targets, and support post‑implementation reviews;
• Promoting continuous improvement by identifying opportunities to simplify governance, improve delivery discipline, and leverage automation and best practices;
• Advising and coaching PMs on practical implementation of PMO practices and standards.

Donna Cona is committed to a diverse, equitable and inclusive workplace. We are an equal opportunity employer. We don’t discriminate on the basis of gender, gender identity, sexual orientation, race, national origin, disability, age or any other protected status. We are committed to maintaining a barrier free recruitment process by providing equal employment opportunities through recruiting and retention of individuals.