Hi Roberto,

Firstly, I would like to sincerely apologize for the delayed response as we have been experiencing an unusually high number of tickets. I am sorry that it has taken longer than usual to respond to your concern and your patience is highly appreciated.

We have already covered this subject on the other ticket  https://tmsplugins.ticksy.com/ticket/3485324/,

but that is OK, we will also write here on a Public Ticket, for the other users to know if they need the same use-case.

What you have shown in your screenshots as the desired behaviour,

that is when an Administrator logs in and views the Media Library on the back-end.

For our Plugin, we are using the default WordPress function wp_upload_dir() for this functionality of our "Attachment" Editor Type, 

so we do not have any built-in way to change how uploading a file behaves from the front-end.

But, considering that for other options,

some Users and WP support have developed custom workarounds and they shared it online to change that,

if you wish, you can search online on WP Support in General and on places such as Stack Overflow to try and see if anyone has succeeded to modify the WordPress function wp_upload_dir(),

then you can try to make a custom solution.

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Or If you have coding skills or your developer, you can try your own custom solution.

You can check out our available hooks for Developers on this documentation and see if you can find any hook that might help.

Please be advised that custom solutions with hooks are not included in our support.

You can also research resources such as Stack Overflow to see if any other user perhaps found a workaround.

( We do like to give examples for certain solutions, but for this use-case, we, unfortunately, don't have anything yet)

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For a more user-friendly solution, you can make a development suggestion for us.

Please feel free to search on our suggestions page, 

 to see if someone may be already suggested this feature. If you can't see it, feel free to add your suggestion there,  and as more people vote, the feature will move higher on the priority list.

You can certainly follow our changeLog page if you'd like ( it is also available in the plugin dashboard), where we state any changes/new features/bug fixes during updates;

and our newsletter, so you're informed about new features, bug fixes, freebies, etc.