Click your Start Button, type regedit and hit Enter to open the Registry Editor
Navigate to:
HKEY_CURRENT_USER\Software\Microsoft\ Windows\CurrentVersion\Explorer\Advanced
On the right-side, look for an entry named JumpListItems_Maximum.
If there is no such entry, you need to create one by right-clicking on the empty area, clicking New, clicking DWORD (32-bit) Value, and name it as JumpListItems_Maximum
Double click that DWORD and set its value to 20 or 30
Close the Registry Editor and restart your system
source: https://answers.microsoft.com/en-us/windows/forum/all/how-to-increase-the-number-of-recent-files/2ec5e80a-c8f1-4e25-bd5e-4c98169a520e
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