With regards to Daray, I did some research on him as he was the pro at a club where I was a member.
He came to Grand Rapids, MI around 1913 from Chicago (The Ridge GC ?). His son said previous to that he had worked as construction foreman to Ross on Pinehurst #4 (NLE). While in GR he designed and built a number of courses in the state including the Highlands GC with Bendelow and then the redo with Ross.
While he was building Cascade CC in GR, W. Park stopped by to see his work and afterwards went back to the Olympia Fields committee and recommended he be hired away. That was about 1923.
He went on to design and build a number of courses in the Chicago area, many of which are near OF. He did also do much work on the OF courses. The timing seems off by about a year but it was suggested Park wanted him there to work on his new course at OF.
All this time Daray wintered on the gulf coast as a pro, teacher and architect. He was highly regarded as a teacher having taught the sitting President of the US to play (Harding?) and Babe Ruth. One of the courses he did down on the gulf coast was supposed to have had the first island green.
He eventually moved out to California.
Sorry for being a bit vague, I am trying to recall this off the top of my head. The research has been buried for about 5 years and I would need to dig it up if you want exact dates.