Senior Delivery Manager

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Company: Robots and Pencils

Location: Toronto, ON M4E 3Y1

Description:

We are seeking a highly experienced and results-oriented Senior Delivery Manager to oversee and lead development projects executed by our Eastern Europe offshore teams. This role demands a data-driven approach to decision-making, strong client engagement skills, and the ability to manage project deadlines effectively. The role includes atleast once a month travel to client sites in the USA to strengthen relationships and ensure alignment with business objectives.
Key Responsibilities
  • Team Leadership and Coordination:
    • Manage and lead offshore development teams located in Eastern Europe, fostering a culture of collaboration, excellence, and accountability.
    • Act as the primary bridge between onshore stakeholders and offshore teams to ensure seamless communication.
  • Delivery Management:
    • Oversee the successful delivery of multiple concurrent projects, ensuring timelines, budgets, and quality standards are met.
    • Define and track key performance indicators (KPIs) to measure and ensure delivery success.
    • Apply a data-driven approach to monitor project performance and optimize team output.
  • Project Planning and Execution:
    • Collaborate with product managers and stakeholders to create and prioritize project roadmaps.
    • Proactively manage risks and implement contingency plans to meet project deadlines and objectives.
  • Client Engagement and Communication:
    • Build and maintain strong relationships with clients, acting as the primary point of contact for project updates and deliverables.
    • Regularly update stakeholders on project progress, risks, and mitigation strategies.
    • Travel periodically to client sites in the USA for meetings, relationship building, and alignment on project goals.
  • Technical Oversight:
    • Provide strategic guidance to development teams on architecture, design, and best practices.
    • Drive the adoption of modern technologies, tools, and processes to improve efficiency and delivery outcomes.
  • Process Improvement:
    • Implement and optimize agile methodologies tailored to distributed team dynamics.
    • Identify and resolve bottlenecks in communication, development, and delivery.
    Required Qualifications
    • Experience: 12+ years in Software Development with at least 5+ years managing offshore development teams, preferably in Eastern Europe.
    • Delivery and Leadership Skills:
      • Proven track record of delivering projects on time and within budget.
      • Strong experience in managing deadlines and ensuring project success under tight schedules.
      • Ability to manage and optimize cross-functional team performance through data-driven insights.
    • Technical Background:
      • Strong understanding of software development lifecycle (SDLC) and agile methodologies.
      • Experience with modern tech stacks and cloud-based solutions.
      • Ability to provide architectural and technical leadership when required.
    • Client-Facing Skills:
      • Exceptional communication, negotiation, and relationship management skills.
      • Experience working directly with clients, including presenting updates, managing expectations, and resolving escalations.
    Preferred Qualifications
    • Experience working with Eastern European developers and a strong understanding of their working culture and strengths.
    • Familiarity with project management tools (e.g., Jira, Trello, Confluence).
    • A technical or managerial certification (e.g., PMP, Scrum Master, SAFe Agile).
    • Prior experience in roles requiring international travel and cross-cultural collaboration.

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