Late in 1852, Reed started a mercantile in
Rainier, Oregon, along the
Columbia River downstream from
Portland. After a short time, he relocated to Portland and became friends with
William S. Ladd, a local merchant. In 1854, Amanda sailed to San Francisco to reunite with Reed, and accompanied Caroline Ames Elliott, Ladd's sweetheart who he married in San Francisco. In 1855, Reed became a clerk for Ladd, and in 1859 he became a partner in the company, which was then known as Ladd, Reed, & Co. In May 1860, Reed,
Jacob Kamm, and
John C. Ainsworth founded the
Oregon Steam Navigation Company, a conglomerate of several river shipping companies plying the
Columbia and
Willamette rivers. Reed held 128 shares in the company, which even during the economic depression of 1873 produced $300,000 in dividends. Reed was also vice president of the firm. He built a mansion at First and Harrison streets in 1868, where the other wealthy residents were also constructing large homes. In April 1880, the Oregon Steam Navigation Company merged with the companies of
Henry Villard and
Ben Holladay to form the
Oregon Railway and Navigation Company. This created a single transportation conglomerate encompassing river shipping,
stagecoach, and
railroad ventures. Reed focused his energy now on meeting the demand for
steel he anticipated due to Villard's
Northern Pacific railroad. But Reed's
Oregon Iron and Steel Company at
Oswego suffered a lack of investment and never started production of the steel rails Reed expected; Reed lost half a million
dollars in the venture. Reed and Ladd also operated a hobby farm of more than , on which they raised livestock and held harness races, in the area where
Reedville, Oregon now stands, with Reed as namesake. ==Death and legacy==