Hi Mimi, you have a lot of information on this family but I did find a couple of items and can point you in some directions to look for more.
Ray W. Pirtle filled out his World War I Draft Reg. Card June 5, 1917 while living in Coburg, Lane Co., OR. He was born 22 Feb 1888, Bloomfield, IA. He was a merchant, self-employed, Coberg. He was short and medium build with light brown eyes & black hair. He claimed exemption from WWI because of a wife and child.
On the 1930 Portland, Multnomah Co., OR Census I found Ray, Mary and Ted Pirtle. Ray, head, b. IA, 42 yrs old, marr @ 25; Mary L., b. OH, 43, marr @ 26 and Ted Pirtle, b. OR, 15.
A Harold L. Bishop filled out his World War I Draft Reg. card Sept. 12, 1918 when living in Greenacres, Spokane Co., WA. He was b. 13 July 1900. He was a student at Lewis & Clark High School, Spokane. His Nearest Relative was J. S. Bishop, Greenacres. Harold was medium height & build with blue eyes & light hair.
In your paragraph about Harold you have that he married Hattie E. Lloyd but that was his father Joseph'e wife.
In 1930 Harold L. and family were living in Missoula, Missoula Co., MT. Harold L., b. WA, 29, marr @ 22, bookkeeper public documents; Mabel A., wife, b. IN, 29, singer church; Barbara J., b. MT, 6 and Lois K. b, MT, 4 8/12ths.
The 1930 Census is the most recent one viewable by the public, therefore, it's more difficult to track individuals after that date. I'd try a search for each person where they lived in 1930.
I don't think George and Millie had children. I found them in just about every Census and no children were listed.
A John Delmer Bishop filled out his World War I Draft Reg. card Sept. 9, 1918 in Orland, Glenn Co., CA. He was born 3 Feb 1880. He was a self-employed farmer and his Nearest Relative was Linda Bishop, Orland. He was medium height & build with light blue eyes & brown hair.
You could contact the local genealogy societies where these families lived. Sometimes they have scrapbooks from newspapers, City/County Directories, etc. which contain additional information. Successful Hunting!