To date, I have contacted the following institutions and people for information on Jack. They’ve all been incredibly helpful, but we haven’t come up with anything.

New York State Museum
New York State Archive
New York State Library
Albany City Historian
Albany Institute of History and Art
New York Transit Museum
Albany local history groups

Primary newspaper databases I’ve searched:
NYS Historic Newspapers
Newspapers.com
fultonhistory.com
Chronicling America
America’s Historical Newspapers

Where else should I look? Who else should I talk to? Reach out with suggestions on the Contact page!