Director, IT Software Delivery

Job Purpose

The Director of IT Software Delivery provides strategic leadership, vision, and direction for LT’s enterprise software delivery and systems integration function. This role ensures that business applications and digital solutions are designed, delivered, and continuously improved in a way that is secure, scalable, reliable, and aligned to LT’s mission and 2026–2030 priorities. Working in close partnership with Programs, Operations, Finance, Communications, and executive leadership, the Director translates organizational needs into a prioritized delivery roadmap; guides buy/build decisions; governs solution architecture and integrations across core platforms; and ensures solutions are implemented in ways that produce trusted, high-quality data for reporting, learning, and decision-making.

Essential Responsibilities

• Provide strategic leadership for enterprise software delivery and systems integration, ensuring solutions are secure, scalable, reliable, and aligned with LT’s mission and strategic priorities.
• Own and manage the software delivery intake and prioritization process, balancing organizational demand, risk, capacity, and value to maintain a transparent, achievable roadmap.
• Establish and continuously improve the delivery operating model (SDLC/Agile practices, release management, quality standards, documentation, and change enablement) to improve speed, predictability, and quality.
• Lead, mentor, and develop a high-performing delivery team (e.g., Software Architect, Solutions Engineer, Software Engineer, Sr. Systems Analyst), fostering accountability, learning, and excellent customer partnership.
• Partner with departmental leaders and frontline teammates to understand workflows and outcomes, translate needs into clear requirements, and deliver user-centered solutions that reduce administrative burden.
• Govern solution architecture and integrations across LT’s business ecosystem (e.g., Salesforce, Microsoft 365 Suite, NetSuite, Dayforce), ensuring interoperability, data quality, auditability, and long-term supportability in collaboration with Infrastructure & Cybersecurity and Data Management & Analytics.
• Ensure high-quality data capture within delivered solutions by partnering with the Director of Data Management & Analytics to align on data definitions and KPIs, implement appropriate validation and workflow controls (e.g., required fields, business rules, audit trails), and reduce duplicate or conflicting sources of truth across Salesforce, Microsoft 365, NetSuite, Dayforce, and related systems.
• Manage software delivery vendors and partners; support budgeting and contract oversight; and collaborate with the Managing Director, IT to identify strategic opportunities, manage delivery risk, and advance LT’s enterprise technology roadmap.
  
  

Other Duties

• Contributes to the Trustʻs success by accepting new assignments, helping team members, learning new skills, and striving to improves team and organization results.
  
  

Qualifications

• Bachelor’s degree in Information Technology, Computer Science, Software Engineering, or a related field. Master’s degree a plus.
• 10 years of progressive experience delivering enterprise applications and integrations (build/buy), including at least 3 years in a people leadership role.
• Demonstrated leadership in building and managing high-performing teams, including hiring, coaching, performance management, and developing clear goals, role clarity, and accountability.
• Strong executive presence and communication skills, with the ability to influence across departments, set expectations, manage tradeoffs, and lead organizational change to drive adoption of new systems and ways of working.
• Demonstrated software architecture leadership, including defining and maintaining architectural standards, design principles, and integration patterns for enterprise systems.
• Hands-on knowledge of integration architectures (APIs, middleware, ETL/data flows), and the ability to guide solution design, review vendor technical designs, and ensure maintainable documentation (e.g., diagrams, data flows, interface specifications).
• Ability to assess technical risk and guide architecture-level strategies for resilience, reliability, and performance while partnering with Infrastructure & Cybersecurity to ensure security standards and regulatory requirements are met.
• Demonstrated expertise in modern software delivery practices (SDLC, Agile delivery, testing/QA, release management, change enablement) and in establishing repeatable delivery standards that improve speed and quality.
• Proven ability to lead cross-functional delivery with both technical and non-technical stakeholders, translate business requirements into implementable solutions, and manage a portfolio of initiatives and vendors while ensuring security, privacy, and compliance-by-design.
• Prior hands-on experience as a software engineer (e.g., designing, building, testing, and supporting production applications) with an ability to coach engineers and make sound technical tradeoffs.
  
  

Job Competencies

• Leadership and team management
• Technical expertise in software delivery and systems integration
• Effective communication
• Strategic and critical thinking
• Innovation and continuous improvement
• Relationship & trust building
• Teamwork and collaboration
• Capacity building
  
  

Organization Competencies

• Alignment with Queen’s legacy: Understanding and appreciation of Queen Liliuokalani’s story, her legacy and the Hawaiian Culture is foundational to staff’s commitment to working with our Hawaiian children, families and communities. Demonstrates respect for and appreciation of Hawaiian values history, and culture, understanding its implication in one’s work, in fostering meaningful relationships, and in embracing the community served.
• Ho`omau i ka `imi Na`auao (Continuous Learning and Improvement): Committed to creating and reinforcing an environment of continuous learning and improvement.
• Ho`ike i na Mana`o Pono (Effective Communication): Communicates with those we serve and each other in a consistent manner that results in mutual understanding, harmony, and action.
• No'ono'o loi (Critical Thinking and Problem Solving): Actively and skillfully understands, conceptualizes, applies, analyzes, synthesizes, and/or evaluates information and develops and supports fact-based analyses and recommendations
• Ho'o kumu a'e or `Imi hakuhia (Innovation): Identifies and integrates creative ideas into new or existing services and promotes effective problem-solving.
• Pilina Ho`ohana a me ka Hana Hilina`i (Building Relationships and Creating Trust): Manages relationships to create optimal opportunities and move the organization forward.
• Alu Like I ka Hana (Teamwork): Works cooperatively and collaboratively with others throughout the organization in alignment with the organization's objectives.
• Ho`onui I ka `Ike (Capacity Building): Encourages personal growth by exhibiting trust and a belief in the capacity of others.
  
  

Mental And Physical Demands

• Ability to lift 25lbs pounds. Requires frequent sitting, bending, standing
  
  

Terms and Conditions of Employment

As a condition of employment, employee will be subject to LT’s policies and procedures.

Job Title: Director, IT Software Delivery

Reports to: Managing Director, Information Technology

FLSA Status: FT; Exempt

Aligned Executive: Chief Executive Officer

Kipuka: Liliʻuonamoku

Department: Information Technology

Liliʻuokalani Trust is an Equal Opportunity Employer. We strive to recruit, train, and retain innovative talent from a diverse candidate pool. All employment decisions will be based on merit, competence, performance, and business needs. Applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, sexual orientation, gender identity or expression, religion, ancestry, genetic information, citizenship, marital/civil union status, arrest and court record, domestic or sexual violence victim status, credit history, disability or veteran/military status or other applicable legally protected characteristics.