Sydney Sampson-Webb

Sydney Sampson-Webb is a Senior Digital Media Strategist at Direct Supply, where she leads B2B digital advertising and enterprise search strategies supporting e-commerce and technology solutions. With more than six years of experience across SEM, SEO, paid social, email, and content marketing, Sydney enjoys combining creativity and data to improve digital experiences and drive meaningful business results.

A proud University of Wisconsin–Milwaukee graduate, Sydney is deeply involved in the Milwaukee community. She volunteers locally, mentors students through UWM’s Lubar College of Business, and remains active in the co-ed business fraternity of Delta Sigma Pi. She previously served on the fraternity’s non-profit National Board of Directors, contributing to governance, organizational development, and initiatives supporting more than 300 chapters nationwide.

When she is not analyzing campaign performance or exploring the latest developments in AI and search, Sydney can usually be found training for a half marathon; walking her German Shepherd rescue dog, Tipsy; kayaking the Milwaukee River in a foldable kayak; or bribing friends and family with homemade sourdough and baked goods.