On Windows 10 Enterprise, Version 1803, Build 17134.523
Acrobat Pro DC, Version 2019.010.20069

Normally, to shrink files before sending them out, I go to File -> Print -> Properties -> Default Settings -> and select "Smallest File Size." This works fine until I have an Uber receipt in my list of files. During the process of Acrobat shrinking the file, I get the error message that is attached below. I've also attached the specific type of Uber receipt that results in the error. I haven't had this issue with any other type of file.