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| 1921 | | HomeStreet Bank, known at the time as Continental Mortgage and Loan Company, is founded in Seattle by a group of businessmen, including the company’s first president and CEO, Ralph W. Green. First employee is W. Walter Williams. |
| 1922 | | Continental finances construction of single family homes, apartment and commercial buildings. |
| 1923 | | Continental continues to grow through originating loans, as well as selling bonds and insurance. |
| 1927 | | W. Walter Williams becomes president of Continental. |
| 1933 | | Continental moves to downtown Seattle and changes its name to Continental, Inc. |
| 1934 | | W. Walter Williams is named president of the Mortgage Bankers Association of America. The company establishes correspondent relationships with a number of life insurance companies. |
| 1938 | | Continental is approved to originate FHA and Fannie Mae loans. |
| 1940-1944 | | Continental teams with builders to construct homes for war workers flooding the Seattle area. By 1944, Continental is the third largest mortgage lender in King County. |
| 1946 | | The federal government establishes the Veterans Administration loans. Continental is approved to originate VA loans. |
| 1948 | | Continental begins development of Northgate Shopping Center in Seattle, one of the nation’s first shopping malls. |
| 1953 | | W. Walter Williams appointed as Under Secretary of Commerce in the Eisenhower administration. |
| 1958 | | W. Walter Williams retires as president of Continental. Executive Vice President Irving Smith is promoted to president. |
| 1964 | | Walter B. Williams, son of W. Walter Williams, is named president after Irving Smith’s retirement. |
| 1972 | | Continental becomes the first lender in the nation to use the Ginnie Mae serial bonds and mortgage-backed securities. |
| 1973 | | Walter B. Williams is elected president of the Mortgage Bankers Association of America. Continental introduces the concept of self-service storage in the Pacific Northwest. |
| 1979 | | Continental purchases Realty Mortgage in Hawaii. |
| 1983 | | Continental becomes the first lender in Washington to offer loans through the Washington State Housing Finance Commission. The company’s loan servicing portfolio reaches the $1 billion mark. |
| 1984 | | Continental enters the Oregon market with its first branch in Portland. |
| 1986 | | Continental enters the thrift and banking market with the start of Continental Savings Bank. |
| 1988 | | Continental’s Income Property Finance department is selected by Fannie Mae as one of only 13 lenders nationally to participate in its Designated Underwriting and Servicing (DUS) apartment financing program. |
| 1989 | | Continental receives award from the Mortgage Bankers Association of America for its long-term contribution and commitment to affordable housing. |
| 1990 | | Richard Swanson is named president and CEO; Walter B. Williams becomes chairman of the board. |
| 1992 | | Continental originates more than $1 billion in single family loans in one year. Continental moves its corporate headquarters to its present location at Two Union Square in downtown Seattle. |
| 1994 | | The Affinity Lending Center is established, an employer-assisted housing program launched with the City of Seattle. |
| 1997 | | Stonemark Mortgage joins Continental and is subsequently renamed Windermere Mortgage Services. |
| 1999 | | Continental expands banking services to Hawaii through the purchase of Realty Finance. |
| 2000 | | Continental changes its name to HomeStreet Bank and launches a complete line of business banking products and services. |
| 2002 | | Bruce W. Williams, son of Walter B. Williams, becomes CEO of HomeStreet Bank. |
| 2004 | | HomeStreet launches the "HomeStreet Community Housing Awards," granting eight $10,000 awards to nonprofit housing organizations in Washington, Oregon and Hawaii. |
| 2006 | | HomeStreet celebrates its 85th year and reaches the $2 billion mark in assets. HomeStreet receives the "“Helping to Achieve Homeownership" Award from America’s Community Bankers. |
| 2007 | | HomeStreet receives an “Outstanding” Community Reinvestment Act rating from the federal government and is selected as a “Washington’s Best Workplaces” winner. |
| 2010 | | Mark K. Mason is named chairman and CEO of HomeStreet Bank. |