Senior Director, Delivery & Cost Management

Optimum; Toronto; On-site; CAD 120,000 - 160,000; Full time

Job summary

A leading technology and data firm in Toronto is seeking a Senior Director for Delivery & Cost Management. This role will focus on shaping the data vision and driving data transformation initiatives. The ideal candidate should have over 15 years of program management experience and a proven track record in leading complex programs. This position emphasizes strong leadership and stakeholder management, with a culture of ownership, transparency, and collaboration.

Qualifications

• 15+ years of experience in program management and delivery roles.
• Strong track record in strategy enablement and complex program delivery.
• Experience in setting portfolio budgets and managing forecasts.

Responsibilities

• Implement and enhance program management methodologies.
• Develop and manage an integrated portfolio roadmap.
• Manage end-to-end execution for strategic initiatives.

Skills

Program management and delivery

Stakeholder management

Analytical skills

Communication skills

Problem-solving

Education

University degree or technical certification

Job description

Job Summary

The Senior Director, Delivery & Cost Management will be responsible for shaping Optimum’s data vision, driving the execution of data transformation initiatives and ensuring delivery excellence across the organization. Reporting into the Business Transformation Office, this role will lead the development of a forward-looking data roadmap, manage a portfolio of transformation initiatives and build a scalable internal delivery organization. The ideal candidate will be a hands-on leader with deep experience in transformation, portfolio management, complex program delivery and enable the portfolio to build and scale.

Responsibilities

• Implement and enhance program management methodologies and agile ways of working, promoting learning to drive continuous improvement.
• Develop and manage an integrated portfolio roadmap, including coordination with cross-functional teams across Optimum.
• Facilitate portfolio planning events, initiative prioritization and sequencing and identification of key dependencies.
• Manage the end-to-end execution for strategic initiatives to ensure successful delivery.
• Maintain transparent communication on status of initiatives and progress against roadmap.
• Proactively manage and escalate risks, issues, impediments and dependencies, driving to resolution to enable execution at pace.
• Exceptional leadership, stakeholder management, and communication skills, with the ability to influence at all levels, including C-level executives.
• Ability to communicate effectively in both technical and non-technical terms, verbal and written, to both a senior executive audience and program delivery teams.
• Strength in collaborating and partnering with business / functional stakeholders, data scientists, data engineers, architects, and vendor SMEs.
• Strong analytical, problem-solving, and decision-making skills, with the ability to navigate complexity and ambiguity.
• Experience leading vendor selections and managing vendors to achieve KPIs.
• Experience in setting portfolio budgets, acquiring funding approval including business case creation and managing forecasts.

Qualifications

• 15+ years of experience in program management and delivery roles, with a strong track record in strategy enablement, large-scale transformation and complex program delivery.
• A relevant university degree / technical certification, and / or relevant experience.
• Proven experience in building internal delivery capabilities including standing up transformational program structures.
• Strong background in portfolio and performance management, with experience implementing KPIs, OKRs and governance frameworks to ensure that initiatives deliver against desired business outcomes.

At Optimum, we're fueled by our four core pillars : Taking Ownership, Upholding Transparency, Creating Community, and Demonstrating Expertise. Our commitment to empowering employees to take responsibility and embrace proactive problem-solving underpins Taking Ownership. Upholding Transparency is at the core of our culture, with open and honest communication fostering trust among our dedicated team and loyal customers. Creating Community is more than a goal; it's our daily commitment to fostering an environment of collaboration, innovation, and positivity. Demonstrating expertise is a promise we uphold through continuous learning and engagement with our customers to consistently deliver top-quality products and services. These pillars not only shape our culture but define Optimum as a place of excellence, trustworthiness, and thriving community, and we invite you to be a part of our journey. If you have the drive to succeed and are ready to embark on a thrilling career, seize this opportunity today, and join our winning team, so together, we'll shape the future of connectivity. All job descriptions and required skills, qualifications and responsibilities for a particular position are subject to modification by the Company from time to time, in the Company’s discretion based on business necessity. We are an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, creed, national origin, religion, age, disability, sex, sexual orientation, gender identity or protected veteran status, or any other basis protected by applicable federal, state, or local law. The Company provides reasonable accommodations upon request in accordance with applicable requirements. Optimum collects personal information about its applicants for employment that may include personal identifiers, professional or employment related information, photos, education information and / or protected classifications under federal and state law. This information is collected for employment purposes, including identification, work authorization, FCRA-compliant background screening, human resource administration and compliance with federal, state, and local law. Applicants for employment with the Company will never be asked to provide money (even if reimbursable) as part of the job application or hiring process. Please review our for further details.