Director, Technology Portfolio Managment

Live Oak Banking•Wilmington, NC

11h

About The Position

Live Oak Bank is a digital bank that serves small business owners across the country. Our groundbreaking spin on service and technology has fueled our mission to be America’s Small Business Bank. Our products help customers buy, build, and expand their business, and our high-yield savings and CD products help them grow their hard-earned money. At Live Oak, we never lose sight of the well-being of our people. We believe our employees are the heart of our company. Our commitment to our customers and culture is intertwined, and we seek those who embody and embrace what it takes to empower the American dream. How This Role Impacts Live Oak and its People Live Oak Bank is a dynamic and innovative digital bank on a mission to be America’s Small Business Bank. Our Technology organization is committed to transforming how small business customers achieve financial success through a unified, frictionless digital experience. We are passionate about building exceptional products that delight customers and fuel business growth. The Director, Technology Portfolio Management is a senior leader responsible for driving the disciplined execution of the bank’s technology agenda—including enterprise scale initiatives, regulatory programs, and agile delivery efforts. Reporting directly into Technology executive leadership, this role ensures that strategic priorities are translated into actionable plans and delivered with excellence across the portfolio. This leader brings critical thinking, exceptional judgment, and the ability to operate seamlessly across a complex technology landscape. They will partner closely with senior Technology and Business stakeholders, providing visibility, governance, prioritization, and delivery execution across the portfolio. The Director will also build and mature the project and agile delivery capabilities of the organization.

Requirements

15+ years of progressive experience managing complex technology portfolios, large‑scale programs, and multi‑team delivery in an agile environment.
Strong track record of successfully leading enterprise project management and agile delivery organizations.
Bachelor’s degree
Demonstrated ability to hire, develop, and grow high-performing teams.
Proven success solving complex problems and building scalable, repeatable processes.
Ability to operate effectively in a high-growth, fast‑changing environment.
Experience coordinating and communicating across highly cross-functional, high‑performing teams.
Outstanding executive communication skills—clear, concise, and influential.
Highly organized, self-directed, and able to manage competing priorities with minimal supervision.
Strong judgment, proactive mindset, and ability to remain calm under pressure.

Nice To Haves

Experience managing programs involving multiple teams, vendors, or enterprise-scale integrations.
Deep expertise in project management and agile best practices.
Proficiency with Smartsheet, Jira, Confluence, and Microsoft 365.
Ability to develop strategic plans, solve complex problems, and support conflict resolution at all levels of the organization.
Certifications such as PMP , ScrumMaster , Product Owner , or ITIL .
Experience in financial services or banking
Detail-oriented, analytical thinker with exceptional time management skills.
Proven track record of influencing senior stakeholders and driving cross-functional results.

Responsibilities

Lead end-to-end portfolio management for all technology initiatives, ensuring alignment to strategic business priorities.
Drive high performance execution through disciplined routines, delivery governance, and operational rigor across both agile teams and large‑scale programs.
Oversee enterprise level project and program planning, sequencing, milestone management, and cross‑team coordination.
Contribute to annual and multi‑year technology planning, roadmap definition, and budget development.
Define and track benefit realization, ROI, and outcomes across inflight programs.
Prepare and maintain resource plans in support of strategic initiatives and enterprise planning cycles.
Develop and manage executive-level reporting, presentations, and deliverables.
Build, lead, and develop a high-performing team of project managers, agile delivery managers, and program leaders.
Establish a Technology Project & Agile Delivery Center of Excellence , defining best practices, standards, tools, and delivery frameworks.
Cultivate a culture of proactive problem solving, accountability, and continuous improvement.
Serve as a trusted partner to the Technology leadership team, supporting organization-level‑level operations, strategic routines, and executive communications.
Work closely with Engineering, Operations, and Vendor partners to ensure seamless delivery across teams and workstreams.
Anticipate, identify, and resolve risks and issues with clarity, speed, and executive polish.