When in 1851, the first steamboat, the sidewheeler
Canemah was brought to the upper Willamette River, Pease became a deckhand and a clerk on the vessel for six months. In 1858, with others Pease bought
Elk, and, in 1860,
Onward During the
great flood of the Willamette River in November and December 1861, which among other things destroyed
Champoeg and
Linn City the steamer
Onward, under Captain Pease, was able to run through the streets of Salem to rescue people. For
Onward this started out as a routine upriver journey from
Canemah. The river was cluttered with debris from riverside houses and landings that had been washed downstream by the flood. By the time
Onward reached Salem, her ordinary commercial operation turned into one of rescuing people from the flooded city. In 1863, Pease built a new independent steamer, also named
Enterprise, at
Canemah, Oregon. Pease was backed by a company formed by his brother in law, Capt. Charles. W. Pope (1831–1871), Capt. Nat H. Lane Sr. (1823–1878), C. Friendly,
Judge Riley E. Stratton, C. Crawford, James Wilson, C.W. Rea, and S. Ellsworth.{{cite book Pease become connected with the People's Transportation Company in 1865. For some years the captain was a member of the board of directors, but in 1871, all the assets of the P.T. Company were sold to
Benjamin Holladay Pease remained in his employ as superintendent of Holladay's river lines. Pease also supervised for Holladay the construction of large hotel at
Clatsop Beach, in 1872. Holladay afterward sold out to the
Oregon Steam Navigation Company. Pease stayed on as a captain for O.S.N. In 1875 Pease ran
Bonita from Portland to
Astoria, Oregon, for O.S.N. After this he ran
Dixie Thompson and
Emma Hayward for O.S.N. until 1878 or 1879, when he resigned and became a pilot. ==Piloting career==