Director, Wealth Strategy and Estate Planning

Dilum De Silva is Director of Client Reporting at Pennington Partners & Co., where he leads the firm’s client reporting, performance measurement, and reporting operations functions. He is responsible for ensuring the accurate and timely delivery of reporting across complex client portfolios while continually enhancing the systems, processes, and controls that support an exceptional client experience.

Dilum brings more than a decade of experience in wealth management technology, investment reporting, client operations, and strategic leadership. Prior to joining Pennington Partners, he spent nearly ten years at Addepar, where he held senior leadership roles focused on strategic partnerships, platform implementations, and client solutions. Throughout his career, he has worked closely with family offices, registered investment advisors, institutional investors, and wealth management firms to solve complex operational challenges, improve reporting transparency, and scale service delivery.

Passionate about leveraging technology and data to create better outcomes for clients, Dilum focuses on building scalable operating models that help advisors and families make more informed decisions. His work is centered on delivering clarity, transparency, and operational excellence in support of Pennington Partners’ mission of serving the complex needs of ultra-high-net-worth families.

Dilum earned a Bachelor of Science in Information Systems from University College Dublin and an MBA from Cardiff Metropolitan University. Outside of work, he enjoys playing cricket in the Washington Cricket League and experimenting with cuisines from around the world.