Mostly, this appears to be related to the Gorton Trust, and other oil investments. The "Dear Lady" is Cora Erlandson, his business secretary, who seems to have been running the Machine Co. business operations in George's absence. Her letters back are typicallyt signed "CE Secy" (Secretary). There are some other bills which appear to be related to home remodeling and repair expenses to their house at 1220 Park Avenue.