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Director, Technical Delivery

Director, Technical Delivery

W.R. BerkleyWilmington, DE, US
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Director of Technical Delivery

We are seeking a strategic and results-driven Director of Technical Delivery to lead delivery across our infrastructure and service management organizations. This role is responsible for overseeing a team of technical project managers, ensuring the successful execution of programs and projects across the enterprise. The ideal candidate will bring deep expertise in agile delivery, infrastructure technologies, and cross-functional leadership. This role requires a strategic thinker with a passion for team development and a commitment to transparent, empowering leadership.

Leadership & Strategy :

  • Lead, mentor, and develop a high-performing team of Scrum Masters and Technical Project Managers.
  • Define and drive the technical delivery strategy for infrastructure initiatives, aligning with organizational goals.
  • Foster a culture of continuous improvement, collaboration, and accountability.
  • Act as a strong advocate for professional development, fostering a culture of continuous learning and skill advancement. Support team members in identifying growth opportunities and aligning them with organizational goals.
  • Lead with clarity, empathy, and transparency. Promote open communication, provide regular feedback, and create a psychologically safe environment where team members feel heard, supported, and motivated to excel.

Program & Project Oversight :

  • Oversee the planning, execution, and delivery of complex infrastructure projects (e.g., data center migrations, cloud transformations, network upgrades).
  • Ensure projects are delivered on time, within scope, and within budget.
  • Manage risks, dependencies, and escalations across multiple workstreams.

    • Delivery Excellence :

  • Champion agile methodologies and best practices across infrastructure and service management teams.
  • Standardize delivery frameworks and metrics to ensure consistency and transparency.
  • Facilitate agile ceremonies and ensure alignment between product, engineering, and operations.
  • Demonstrate hands-on experience managing projects using both Waterfall and Agile methodologies, including the ability to navigate and integrate both approaches simultaneously across cross-functional teams.
  • Lead the establishment of standardized delivery practices that drive consistency, foster accountability, and elevate team performance.

    • Stakeholder Management :

  • Collaborate with senior leadership, engineering, security, and business stakeholders to prioritize and deliver infrastructure capabilities.
  • Communicate project status, risks, and outcomes to executive leadership.
  • Continue to evolve and optimize Service Now tool.

    • Operational Efficiency :

  • Implement tools and processes to improve delivery velocity and quality.
  • Track and report on KPIs, OKRs, and delivery health metrics.

    • Qualifications :

  • 10+ years of experience in technical project / program delivery, with at least 5 years in a leadership role.
  • Proven experience managing infrastructure-related projects (e.g., cloud, networking, server, storage, compute).
  • Strong understanding of Agile, Scrum, and Kanban methodologies.
  • Deep experience with tools such as Jira, Confluence, ServiceNow, and project portfolio management platforms.
  • Excellent communication, leadership, and stakeholder management skills.
  • PMP, CSM, SAFe, or equivalent certifications are a plus.

    • Preferred Attributes

  • Experience in a hybrid or multi-cloud environment (AWS, Azure, GCP).
  • Familiarity with ITIL practices and service delivery models.
  • Ability to thrive in a fast-paced, matrixed organization.
  • Bachelors Degree in Computer Science, Information Technology, Information Systems, or a related discipline. Equivalent experience and / or alternative qualifications will be considered.

    • Behavioral Core Competencies

  • Flexibility
  • Customer Service Oriented & Operational Effectiveness
  • Personal Ownership
  • Quick Decision Making
  • Team Builder
  • Transformational Leadership

    • The Company is an equal employment opportunity employer.

    Sponsorship Details

    Sponsorship not Offered for this Role

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