Enterprise Cloud Transformation Delivery Lead

Weekday AI; Toronto; On-site; CAD 130,000 - 160,000; Full time

Job summary

A leading technology consultancy is seeking a Technology Transformation Delivery Lead in Toronto to spearhead enterprise-scale digital initiatives. This role requires overseeing cloud modernization, application migration, and guiding cross-functional teams to ensure effective technology rollouts. Candidates should have over 10 years of experience with significant cloud and application migration expertise, along with leadership and stakeholder engagement skills. Certifications in project management are a plus.

Qualifications

• 10+ years managing enterprise technology initiatives with at least 4 years in cloud or application migration.
• Proficiency in Agile, Scrum, Waterfall, and SDLC.
• Strong understanding of technical architectures and integration points.

Responsibilities

• Define and execute delivery roadmaps for technology modernization.
• Direct end-to-end migration programs for applications, data, and infrastructure.
• Establish governance practices for tracking deliverables and risks.
• Lead collaborative efforts across engineering, cloud, data, QA, and business teams.
• Guide teams through process changes and training needs.

Skills

Leadership

Stakeholder engagement

Analytical thinking

Communication

Negotiation

Education

Bachelor's degree

PMP certification

PMI-ACP certification

Scrum Master certification

Tools

Jira

Azure DevOps

MS Project

Power BI

Job description

A leading technology consultancy is seeking a Technology Transformation Delivery Lead in Toronto to spearhead enterprise-scale digital initiatives. This role requires overseeing cloud modernization, application migration, and guiding cross-functional teams to ensure effective technology rollouts. Candidates should have over 10 years of experience with significant cloud and application migration expertise, along with leadership and stakeholder engagement skills. Certifications in project management are a plus.