 After 1899, Osborne resumed his legal practice at the law firm of Osborne, Maxwell & Kearn.Though, himself, a Democrat, in 1901 Osborne defended both North Carolina Supreme Court Chief Justice David M. Furches and North Carolina Supreme Court Associate Justice Robert Martin Douglas during their impeachment hearings.Osborne was of the opinion that the Republican judges' impeachments were unwarranted and an attempted political purge.