About Jason Webb

Jason Webb is a trusted sales and operations leader with over 20 years of experience helping individuals, families, and businesses make confident, well-informed decisions—whether that’s finding their dream home or optimizing team performance. As Director of Sales and Operations for The Milaina West Group, Jason brings a uniquely strategic, people-first approach to real estate. He partners closely with clients and agents to ensure every experience is streamlined, transparent, and results-driven.

Known for his calm, thoughtful style and operational excellence, Jason leads sales planning, agent development, and systems alignment to support seamless transactions and lasting client relationships. He’s as passionate about helping people succeed as he is about creating a smooth, stress-free buying or selling process.

Before transitioning into real estate, Jason spent years in senior leadership roles at institutions like Bank of the West (now BMO), Alliant Credit Union, JPMorgan Chase, and Bank of America. His background in financial services gives him a sharp eye for detail, data, and strategy—qualities that consistently translate to successful outcomes for clients and teammates alike.
Originally from California, San Diego and San Francisco, Jason now lives in Seattle’s Ballard neighborhood with his two pups, Rudy and Duke. When he’s not guiding clients or supporting the team, you’ll find him out on the water, practicing yoga, or planning his next global adventure. He’s a tech-savvy, relationship-driven professional who thrives on new challenges, fresh perspectives, and meaningful connections.