The Clara deWolf Herreshoff mentioned on many of these papers is the daughter of N. G. Herreshoff, Jr. and grand-daughter of the yacht designer N. G. Herreshoff, Sr. She lived from April 13, 1920 to March 23, 1982. This is not the Clara deWolf Herreshoff that N. G. Herreshoff, Sr. was married to.
The ephemera on offer is most likely from the collection of N. G. Herreshoff, Sr.'s son Clarence Herreshoff who lived from February 22, 1895 until December 17, 1983.