In March 1858 he resigned to join his father-in-law's mercantile in Osage Mills, Arkansas.
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On August 2, 1861, the Battle of Dug Springs pitted the Union forces of General Nathaniel Lyon against the numerically superior combined Confederate forces of General Benjamin McCulloch, Arkansas State Troops under General Nicholas Bartlett Pearce, and Missouri State Guard under General (and Missouri Governor) Sterling Price.