The wooden two masted schooner Richard Roe was built in 1857 at Buffalo, New York by John Roe. At the time of loss, the vessel was old and not insurable.
According to the Manitowoc Tribune, when the Richard Roe was wrecked on 9/14/1868 while attempting to make the harbor, it was the first time a vessel had been wrecked within the harbor limits. About midnight, the Roe's captain decided the weather on the lake was too rough for a vessel the Roe's size, and attempted to enter Manitowoc harbor. In the darkness the schooner struck the south pier and went "head on the beach, where the sea soon broke her stern and all in, and left here a hopeless wreck."
Brendon Baillod commented that the remains may have been removed.