Template "replace" function not working when navigating with exclusively keyboard commands

Context:

I’m supporting a staff member who must rely on keyboard navigation for Docusign. 

When using a Docusign template, the workflow is to use the “replace” function and replace the default blank form with the identical form which has data entered and just needs to be sent to be signed. 

Issue

When keyboard commands: tab/arrow key/enter are used to navigate the file selection after selecting “replace” and the file is selected then the user presses enter or even navigates to “open” the file selection window closes like normal but will not replace the file. However, this works if users are able to “click” open instead of relying on: Enter, space, Alt-O

What we’ve ruled out:

• Occurs in Chrome/Edge
• Affects all machines regardless of RAM 16-64gb with ample free memory
• JAWS is not required to reproduce - happens on any Windows 11 system
• File Location is not a factor - tested in default OneDrive/Downloads and in C:\Test
• Typing full file path directly in filename field produces same result
• Replacement file is simple 1-3 pages doc or pdf

Questions

1. Has anyone found a reliable keyboard-only path through the document replace workflow?

-Any help appreciated. I’d like to avoid a scripted or 3rd party program workaround if there’s a native solution.