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W.R. Berkley

Commercial insurance underwriting, reinsurance, and investments

Technical Delivery Manager

Program ManagementPosted on Nov 13
Full-timeManassas, VA, USA$153.2k - $198.8k /yr

About the Job

Requirements

  • A Bachelor’s degree in Computer Science, Information Systems, Engineering, or a related field and five years of progressive experience are required.
  • Five years of experience in IT project or delivery management within a software development environment are required.
  • Five years of experience leading Agile/Scrum delivery teams, managing Jira-based backlog sequencing and issue lifecycle management, managing sprints and releases, coordinating cross-functional product and engineering teams, and reporting delivery metrics and OKRs to business stakeholders are required.
  • Five years of experience designing and managing delivery performance metrics, OKRs, and operational dashboards using Power BI and the Atlassian suite are required, including providing data-driven insights into team productivity, delivery predictability, quality trends, and program health for business and technology stakeholders.
  • Five years of experience managing vendor relationships, mitigating delivery risks, coordinating cross-functional dependencies, overseeing release governance, and supporting environment maintenance and patch management across enterprise platforms are required.
  • Two years of experience leveraging AI-assisted productivity tools, such as Microsoft 365 Copilot or GitHub Copilot, to improve delivery transparency, executive reporting, and decision-making are required.
  • Two years of experience applying SAFe principles to support Agile Release Train execution, PI Planning, capacity planning, and delivery governance across multiple teams and stakeholders are required.
  • Two years of experience implementing and supporting ITIL-based Change and Release Management processes, CI/CD pipeline automation, source control integration, build orchestration, and deployment management using ServiceNow, Bitbucket, Bamboo, Jira, and Confluence are required.

Responsibilities

  • Supervise Agile delivery of product priorities by ensuring planning, coordination, and communication with relevant teams and business stakeholders throughout the process from planning to release, identifying obstacles and taking proactive measures to resolve them, and leveraging AI-assisted productivity tools to improve delivery transparency, decision-making, and execution efficiency.
  • Lead the team in balancing refinement activities with sprint deliverables and maintaining a well-managed backlog, keeping Jira up to date by sequencing issues correctly and maintaining current statuses and comments.
  • Monitor release, bug, blocker, and risk progress; own communication with business stakeholders; and coordinate between product and engineering teams.
  • Engage with business stakeholders to understand their needs, priorities, and concerns, and provide actionable executive summaries of status updates and risk assessments supported by data-driven insights and AI-assisted analysis where applicable.
  • Stay informed about upcoming maintenance activities, including patching, that could affect product and engineering team environments, and collaborate with those teams to mitigate potential disruptions.
  • Assist with onboarding new team members by securing access, adding them to communication channels, and distributing relevant documentation and training materials; establish a Team Operating Agreement, promote adherence to its principles, conduct team retrospectives, and make necessary adjustments.
  • Facilitate Agile ceremonies, adhere to their specific goals, and promptly address emerging issues.
  • Monitor delivery health trends and oversee metrics that reliably indicate team performance; ensure metrics are accessible so teams can understand the effects of their daily actions; track delivery quality and speed; and use analytics and observability platforms to support OKRs without compromising code quality or introducing defects.
  • Manage vendor relationships by assessing whether vendors meet project deadlines, product expectations, and engineering standards.

About the Company

W.R. Berkley

Commercial insurance underwriting, reinsurance, and investments

W. R. Berkley Corporation underwrites commercial property and casualty insurance and provides reinsurance globally. It operates two segments: Insurance, with 53 units worldwide and lines such as excess and surplus, commercial auto, and workers’ compensation; and Reinsurance & Monoline Excess, offering reinsurance and excess coverage to other insurers and self-insured entities. It earns money from premiums and from its investment portfolio. The company differentiates itself with a broad multinational underwriting platform and a dual focus on underwriting profitability and investment management, serving clients from small businesses to large corporations across many industries. Its goal is to deliver risk transfer and financial protection to customers while generating steady underwriting results and investment returns for shareholders.

Company size
Not listed
Company stage
IPO
Headquarters
Greenwich, CT
Founded
1967

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