Hi Quinn
I'm aware that there should be no limit on the file count.
I observed the described behavior with completely different sets of files. Also on Windows 7 and Windows 10.
Using SysInternals Process Monitor on the target machine shows that the 65. file (C:\Windows\PAExec_Move64.dat) (C:\\Windows\\PAExec_Move64.dat) cannot be created for whatever reason (Error code NAME_NOT_FOUND).
If I use the -lo option I do not get any new information:
<code>
Connecting to 192.168.1.123...
Starting PAExec service on 192.168.1.123...
Copying 65 files remotely...
PAExec returning exit code -8
</code>
Maybe you give it a try yourself?