Mr. Stein has served as Chair of the Board, Chief Executive Officer and President of Columbia Banking System and as Chair of the Board and Chief Executive Officer of Columbia Bank since January 2026. He served as President, Chief Executive Officer and Director of Columbia Banking System since 2020, overseeing operations across the United States. He served as Chief Executive Officer and Director of Columbia Bank since 2023, following the formal separation of the President and Chief Executive Officer roles at the bank. Prior to that, he served as President, Chief Executive Officer and Director of Columbia State Bank from 2020 to 2023. Since joining Columbia in 2005, Mr. Stein has held several senior executive positions including Senior Vice President, Chief Accounting Officer and Controller (2005-2012), Executive Vice President, Chief Financial Officer (2012-2018), and Executive, Vice President, Chief Operating Officer (2017-2019). Mr. Stein was recognized as a CFO of the Year in 2015 by the Puget Sound Business Journal ("PSBJ"), has been named to the PSBJ's "Power 100" list for four consecutive years (2022-2025), and was a 2025 PSBJ Most Admired CEOs honoree. In addition, Mr. Stein was recognized as a Business Leader of the Year in 2024 by the University of Washington's Milgard School of Business.

Prior to joining Columbia, Mr. Stein served as Chief Financial Officer for Albina Community Bank, which he joined following his tenure as Chief Financial Officer at Community Bank. He began his 30+ year career in the financial services industry as a certified public accountant focused on tax and municipal and nonprofit auditing.

Mr. Stein currently serves as a director on the board of the Federal Reserve Bank of San Francisco. His previous board service includes the Washington Bankers Association, Pacific Coast Banking School, the Executive Council For A Greater Tacoma, and the Tacoma-Pierce County Chamber of Commerce.

A Northwest native, Mr. Stein earned his bachelor’s degree in accounting and business administration from the University of Idaho. His post-graduate education includes the Graduate School of Bank Financial Management and the Graduate School of Banking. He was previously a licensed CPA in the State of Oregon.