Director, Technical Delivery Job at W. R. Berkley in Wilmington

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