While I don't have the answers to your questions, I did find Hugo Milde in the 1900 census: Osage Indian Reservation, Indian Reservation, Oklahoma, 1900. page 233, ED 255, sheet # 37B. 6th June 1900.
Milde, Hugo, boarder, w, m, Oct, 1866, 33, [blank response on marriage], TX, Germany, Germany, Line rider
Hope this helps.
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