- He owned and ran a newspaper in Thomas County, Kansas, in the 1890s
undated photo of Philip Troutfetter,
courtesy Kansas State Historical Society
- He homesteaded in Colorado and also had a timber claim there in the 1890s
- He married in Colorado in the late-1890s and later had two girlfriends at the same time that he was married
- He borrowed money from his mother-in-law in the late 1890s (at least $5000) and never paid it back
- He worked in Cuba as a newspaper reporter for a short time
- His associate C. F. W. Neely was involved, along with Estes G. Rathbone, in a Cuban stamp fraud scandal of over $100,000. Troutfetter was cleared of any involvement in this scandal.
- He spent time in Columbia investigating gold mining operations for C. F. W. Neely
- He was arrested in a Boston, Massachusetts restaurant in 1902 based upon charges filed by his former mother-in-law. He was eventually cleared.
- Troutfetter used the alias P. A. Taylor