"It's a sad story ... any and all information is warranted and much appreciated."
If you use the "%" wildcard character in a search at www.wisconsinhistory.org
you come up with 16436 potential matches for a J.C. (3243 births, 2747 deaths, 8554 marriages). In my own database I have about 500 matches for a J. C. These resources may be too early for your time frame. Unfortunately neither data base allows for searching by sex. You could go to the Milwaukee County Register of Deeds offices and search their indeces for your J. C. (one appointment per week, 4 hours only, $7 to look at any record after 1929). Their staff would be happy to help. Librarians can be very helpful for this kind of search (a relief from reference requests for current stock quotes and weather reports), or any volunteer at the area Family History Centers would be happy to help. Good luck!