Technical Delivery Lead

Job Opportunity :

Berkshire Hathaway Specialty Insurance (BHSI) is seeking a highly analytical and detail-oriented Senior Technical Delivery Lead to join our Global Digital Services team based out of our Stevens Point, WI or Boston, MA office locations. This newly created role provides extensive exposure within a dynamic, rapidly expanding global insurance organization. We are looking for an individual with strong problem-solving abilities and proven critical thinking skills to collaborate across departments and play a pivotal role in the design and development of systems and applications supporting our evolving insurance platform. The ideal candidate will effectively integrate comprehensive data analysis into the company’s strategic objectives and help drive our Global Digital Services team’s operational performance.

Duties & Responsibilities :

• Oversee the full lifecycle of technical initiatives, ensuring timely, budget-conscious, and high-quality delivery aligned with insurance business goals.
• Translate complex insurance domain requirements into scalable Azure-based technical solutions and delivery plans.
• Guide the design and implementation of cloud-native solutions using Azure services such as App Services, Azure Functions, Logic Apps, and Azure DevOps.
• Champion Agile methodologies (Scrum, SAFe, Kanban), facilitating sprint planning, reviews, and retrospectives to drive iterative value delivery.
• Provide hands-on technical direction and mentorship to engineering teams, fostering growth in cloud, integration, and modern development practices.
• Collaborate with enterprise architects to ensure solutions align with cloud-first strategies, security standards, and regulatory compliance in insurance.
• Promote CI / CD pipelines, infrastructure as code (IaC), and automated testing using GitHub and GitHub Actions to accelerate delivery.
• Proactively identify, assess, and mitigate delivery risks, especially those related to data privacy, compliance (e.g., HIPAA, SOC 2), and legacy system integration.
• Serve as the primary technical point of contact for business stakeholders, underwriters, actuaries, and claims teams to ensure alignment and transparency.
• Oversee integration with core platforms (e.g., ITSM, Observability, CI / CD) and ensure secure, scalable data flows APIs.
• Ensure delivery of high-quality solutions through code reviews, automated testing, and performance monitoring, with a focus on reliability and maintainability.
• Ensure all solutions meet insurance industry regulations and internal security policies, including data encryption, access controls, and audit readiness.
• Drive retrospectives and feedback loops to improve delivery velocity, team collaboration, and technical excellence.
• Manage relationships with third-party vendors, system integrators, and cloud service providers to ensure cohesive delivery and support.
• Promote modernization of legacy systems and adoption of emerging Azure technologies (e.g., AI, ML, OpenAI services) to enhance underwriting, claims, and customer experience.

Qualifications, Skills and Experience :

BHSI Offers :

Benefits that support your life and well-being, which include : Comprehensive Health, Dental and Vision benefits.

Disability Insurance (both short-term and long-term).

Life Insurance (for you and your family).

Accidental Death & Dismemberment Insurance (for you and your family).

Flexible Spending Accounts.

Health Reimbursement Account.

Employee Assistance Program.

Retirement Savings 401(k) Plan with Company Match.

Generous holiday and Paid Time Off.

Tuition Reimbursement.

Paid Parental Leave.

The base salary range for this position in Stevens Point, WI is $70,000 to $115,000 along with annual bonus eligibility. For the position based in Boston, MA, the base salary range is $75,000 to $120,000, along with annual bonus eligibility. Total compensation for a candidate is determined by their relevant skills, location, and experience. We value our teammates – both their capabilities and character – as demonstrated by our amazing culture.