Director, Technical Delivery

Company Details

Company URL: https://www.berkleytechnologyservices.com/                                        

Berkley Technology Services (BTS) is the dynamic technology solution for W. R. Berkley Corporation, a Fortune 500 Commercial Lines Insurance Company. With key locations in Urbandale, IA and Wilmington, DE, BTS provides innovative and customer-focused IT solutions to the majority of WRBC’s 60+ operating units across the globe. BTS’s wide reach ensures that ideas and opinions are considered at every level of the organization to guarantee we find the best solutions possible.

Driven by a commitment to collaboration, BTS acts as consultants to our customers and Operating Units by providing comprehensive solutions that not only address the challenge at hand, but proactively plan for the “What’s Next” in our industry and beyond.

With a culture centered on innovation and entrepreneurial spirit, BTS stands as a community of technology leaders with eyes toward the future -- leaders who truly care about growing not only their team members, but themselves, and take pride in their employees who shine. BTS offers endless ways to get involved and have the chance to grow your career into a wide range of roles you'd never known existed. Come join us as we push forward into the future of industry leading technological solutions.

Berkley Technology Services: Right Team, Right Technology, Simple and Secure.

Responsibilities

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.

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