If you are facing problems, using file explorer, and having this behavior you might review this article about related fixes.
you need to delete all files that you will find in this path:
%APPDATA%\Microsoft\Windows\Recent\AutomaticDestinations
https://www.howtogeek.com/howto/5245/fix-for-when-pinned-jump-list-items-get-stuck-in-windows-7/
[update 2020.04.29]
Please review below article if you like to increase jump list show items:
Windows 10 - How to increase Jump list items number