the 1889 regular legislative session, he still represented Crook, Klamath, and Lake counties. He served in that session from 12 January through 20 February. Cogswell was re-elected to the state senate in 1892. While he had easily won the 1888 election, he won the 1892 election by double his previous vote margin. Also, his district number was changed once again. While he continued to represent Crook, Klamath, and Lake counties, his new district was District 8. He served in the 1893 regular legislative session from 9 January to 17 February. At the beginning of the session, Cogswell was the Democratic candidate for President of the Senate. However, the Republican majority elected C. W. Fulton to that post. Fulton then appointed Cogswell chairman of the senate's federal relations committee. In 1894, Cogswell ran for the seat in the United States Congress from Oregon's 1st congressional district. However, he lost to the incumbent Republican, Binger Hermann. Because he was elected to a four-year senate term, Cogswell did not lose his state senate seat when he ran for Congress. Therefore, he continued to represent the people of Crook, Klamath, and Lake counties in state senate District 8 during the 1895 regular legislative session. That session began on 14 January and lasted for one month, ending on 14 February. His Democratic Party affiliation had been tenuous for a long time since he often voted with Republicans on key legislative issues. Near the end of his four-year term, Cogswell left the Democratic Party and became a Republican. Later career After leaving the legislature, Cogswell retired from his law practice in Lakeview and moved with his family to Portland. In Portland, he continued participating in a wide range of business activities. He was a major investor in several large banks. He served as a director of the Oregon Life Insurance Company while he also remained president of the Warner Valley Stock Company with land interests in southern Oregon, northern California, and Nevada. In 1902, Cogswell was one of the founders of the Midway Telegraph and Telephone Company. That same year, he became a director of the newly incorporated Columbia River and Northern Railroad. Other officials of that business included Rufus Mallory, Henry W. Corbett, and Henry Pittock. Cogswell also became involved in Portland's city government. In 1902, just before leaving office Portland mayor Henry S. Rowe, appointed him to the city's public works board. Three years