Assistant Director IT Applications Development

Provides strong technical leadership for the development organization and drives continuous improvement across engineering, DevSecOps, release, security, and operational capabilities.

Leads development teams within a SAFe Agile environment to iteratively design, develop, test, and deliver high-quality solutions, partnering with product management to refine initiatives, epics, and stories.

Builds strong partnerships with business leaders and product management to align priorities, communicate progress, and guide delivery decisions across all levels of the organization.

Provides technical and operational leadership across the development portfolio, including setting priorities, balancing resources, and ensuring consistent, high-quality delivery.

Drives the advancement of DevOps practices by leading development efforts and partnering with infrastructure and operations teams to improve automation, deployment workflows, and delivery efficiency.

Partners with QA to ensure solutions are designed for quality, testability, and reliable delivery.

Ensures the development organization operates within defined processes and governance standards while continuously improving engineering methodology, delivery practices, and operational effectiveness.

Promotes ongoing technical growth across the team through adoption of relevant technologies, practices, and approaches.

Provides direction, coordination, and collaboration for overall solutions architecture, working closely with the CTO and key stakeholders to guide platform, integration, and technical design decisions in support of business and enterprise priorities.

Shapes and evolves solution architecture across platforms and integrations to support changing business needs and enterprise strategy.

Leads the build-out and strengthening of application development and support capabilities for the OneShield platform by developing internal expertise while fostering a strong, collaborative vendor partnership to operate as a unified team for delivery, support, and ongoing platform evolution.

Serves as a key contributor to technical strategy and solution design, leading and advising on architectural decisions and maintaining appropriate documentation.

Works closely with business leadership and product management to analyze requirements and ensure solutions effectively support business objectives.

Collaborates with infrastructure and security teams to ensure solutions are scalable, secure, and aligned with performance, capacity, and lifecycle considerations.

Accountable for the support, stability, and continuous improvement of HAI Group production applications.

Leads root cause analysis for technical issues and drives lasting improvements to application reliability, stability, and performance.

Partners with the HAI Group Service Desk to ensure responsive, high-quality application support.

Monitors service performance against SLAs and KPIs, driving continuous improvement and evolution of service measures.

Strong knowledge of property and casualty insurance business operations and supporting technology needs preferred.

Strong knowledge of enterprise application development tools, platforms, delivery methodologies, and engineering governance practices.

Well-versed in Agile software delivery methodologies such as SAFe or Scrum, with strong practical experience applying them in delivery environments.

Strong working knowledge of infrastructure, cloud-based platforms, and security practices that support enterprise application delivery and operations

Strong experience with service-oriented and integration-based architectures, including modern APIs, enterprise integration patterns, and supporting technologies.

Strong experience with application data structures and patterns across different forms, formats, and platforms, including how data is managed, transformed, and integrated.

Effectively leads multiple concurrent initiatives of moderate to high complexity while balancing strategic priorities, operational needs, and organizational constraints.

Adapts quickly to changing priorities and responds with urgency, judgment, and focus.

Demonstrates curiosity about how technology solutions contribute to business outcomes.

Seeks out best practices and applies lessons learned to improve outcomes.

Coaches and develops leaders and team members, fostering accountability, engagement, collaboration, and strong performance across the development organization.

Inside climate-controlled office building

Prolonged sitting and using a PC

<10% Travel

Ability to lift 25lbs

Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities that are required of the employee for this job. Duties, responsibilities, and activities may change at any time with or without notice.

The Information Technology Department works closely with internal and external business partners using their subject matter expertise to strategically invest in information systems and infrastructure across the enterprise. Flexible and adaptive to customer needs, the IT Team takes a broad view of the HAI Group enterprise; contributing research and development to strengthen and add value to business operations. IT develops its team in both the technical and leadership career paths to support customers while meeting the development needs of the team. Highly responsive, the team continually explores best practices and their application to growing the HAI Group enterprise.

HAI Group® [1] , is the nation’s leading property-casualty insurance company founded by and dedicated to affordable housing organizations. While we are recognized as a pioneer of affordable housing insurance programs, insurance is not our only strength. We protect, preserve, and promote the sustainability of affordable housing with an array of products and services that support the challenges housing organizations face. Besides insurance, we offer risk management services, online training, and consulting services used by more than 1,500 housing organizations nationwide. Headquartered in Cheshire, Connecticut, HAI Group® was recognized as a Top Workplace from 2020-2025.

HAI Group contributes to a culture that creates a safe and healthy working environment and a space of inclusiveness and belonging for all by: exceeding our customers’ expectations, working collaboratively across the organization, embracing diversity, and demonstrating mutual respect and empathy.