Ole Oleson was a son of Halvor Oleson and Margit (Margarette) Kittilsdatter Oleson. He was a veteran of the Civil War and captain/owner of a boat that plied Lake Winnebago. He was a well-known and well-regarded citizen of Oshkosh, known throughout Wisconsin. A number of publications available online outline his many accomplishments. His wife and daughter were noted for their beauty. He had just that one child but also mentored and at times employed his nephew, John Oleson, the son of Ole's brother, Henry (Hans) Olsen, after that brother's death.
(Fun fact: Ole's mother Anne was the sister of John Olesen's mother-in-law.)
Photo credit: Capt. Ole Oleson photo,
National Magazine, vol 14 (April-September 1901), p. 112.
Edited by Arthur Wellington Brayley, Arthur Wilson Tarbell, Joe Mitchell Chapple
There appears to be a photographer's stamp in the corner, but it's illegible.
I believe it to be in the public domain, given the date of publication.

Ole Oleson was a son of Halvor Oleson and Margit (Margarette) Kittilsdatter Oleson. He was a veteran of the Civil War and captain/owner of a boat that plied Lake Winnebago. He was a well-known and well-regarded citizen of Oshkosh, known throughout Wisconsin. A number of publications available online outline his many accomplishments. His wife and daughter were noted for their beauty. He had just that one child but also mentored and at times employed his nephew, John Oleson, the son of Ole's brother, Henry (Hans) Olsen, after that brother's death.
(Fun fact: Ole's mother Anne was the sister of John Olesen's mother-in-law.)
Photo credit: Capt. Ole Oleson photo,
National Magazine, vol 14 (April-September 1901), p. 112.
Edited by Arthur Wellington Brayley, Arthur Wilson Tarbell, Joe Mitchell Chapple
There appears to be a photographer's stamp in the corner, but it's illegible.
I believe it to be in the public domain, given the date of publication.