Holladay built W. Oregon railroad

The poet Joaquin Miller called him "a splendid specimen of American energy and Western manhood." Portland newspaperman Henry Reed argued that he was "entitled to be enrolled among the builders of Oregon." Harper's Weekly considered him "the greatest organizer of transportation the West ever produced." But his enemies -- and he had many -- thought he was "wholly destitute of fixed principles of honesty, morality or common decency," as one critic put it. Such was the mixed legacy of one of Oregon's greatest successes -- and failures -- Ben Holladay.
Benjamin Holladay was born on Oct. 19, 1819, in Nicholas County, Ky. At the age of 16, he moved to Missouri, where he found work as a store clerk before serving as a courier with the state militia during the 1838 Mormon War. Soon after the end of the war, Holladay began operating his own business ventures, starting with a modest tavern and hotel. But it was the 1846-1848 Mexican War that really launched his business career. The war created great demand for livestock and wagons, which Holladay helped fill. During this time he also profited from a venture to Salt Lake City, where he sold thousands of dollars worth of merchandise and livestock. In 1849 he returned to Missouri, where he invested his newfound wealth. By the age of 30 Holladay had made a notable mark in the world. He owned a 16-room brick mansion, a 1,200-acre farm, and several stores and factories. But Holladay was nothing if not ambitious. In 1850 he organized another freighting expedition to Utah, which proved as successful as the first. He continued on to California with a herd of cattle, taking advantage of the booming market created by the gold rush. Holladay's biggest opportunity came in 1862, when he acquired the ailing Central Overland California and Pike's Peak Express Co., one of the largest transportation businesses in the West. Although it was already heavily in debt, Holladay took a chance and expanded the operations of the company, which he renamed the Overland Mail and Express Co., better known as Overland Stage Line. Holladay soon became known as the "stagecoach king" of the American West. By the time he sold the Overland Stage Line, he controlled 3,145 miles of stage lines from Kansas to Idaho. He also owned a fleet of steamers that plied the Pacific Coast from California to Alaska. However, it was clear to Holladay that railroads, not stages, were the future of transportation, and in November 1866 he gladly sold out to Wells, Fargo and Co. He took his fortune to Portland, arriving just in time to insert himself into a bitter contest between rival railroad companies, each competing to be the first to build a line to California. The prize was a 5 million-acre land grant, to be allocated by the state Legislature. Historian Dorothy Johansen observed wryly that "Holladay was not one to hesitate over the niceties of business ethics." He wined and dined the state legislators, treating them to lavish parties, and some reports claim, cash "donations." He allegedly boasted that he spent $35,000 to convince them to favor his company against the rival Oregon Central Co. It may have been a less than principled strategy, but it worked. The legislators awarded his company the grant. In the process, however, he made many enemies, including many of Portland's financial elite, who had backed the Oregon Central. Holladay renamed his company the Oregon & California Railroad and sold several million dollars worth of stock, much of it to investors in Germany. In 1870 the company's tracks reached Salem, then Albany, Harrisburg, Eugene, and, in 1872, Roseburg. But the Panic of 1873 halted the progress of the Oregon & California. The German bondholders began grumbling, and in July 1874 they sent an agent, Henry Villard, to review the situation. Villard was not impressed with Holladay, but he was impressed by Oregon's economic potential. He struck a deal that left Holladay in nominal control, but within two years Villard had pushed Holladay out altogether. Holladay's financial fortune declined precipitously after losing control of the Oregon & California. He was forced to sell off most of his property and spent much of his time defending himself against lawsuits. But, as his obituary in Harper's Weekly noted, "he remained to the last a man of wealth, if not the possessor of a princely fortune." He died on July 8, 1887, and was buried in Portland's Mount Calvary Cemetery.

Source:  The Business Journal-Portland, Oregon, January, 1, 2005

Cain Allen is an education researcher with the Oregon Historical Society.