I have an editor that is authorised to publish news articles. We publish multiple articles a week, based on press releases. The senders of the e-mails attach large (2 mb +) photos with names like img39877.jpg or DMC772319.jpg. My editor wants to do things as simple as possible, so he uses the Upload button to upload the image sent. All large images with those cryptic names end up in one large folder. I keep telling him he should use the Select button and and change the filename and resize the image in the upload screen. Either he forgets, is stubborn or just wants to do it the easiest way: upload without thinking.

I already did add a trailing number to the filename, because files were overwritten. (IN a few months we're already at image_74.jpg …)
My question is: is it possible to have the file automatically resized on upload (even if you bypass the upload / select screen) and is it possible to rename the file to the alias of the article.

I am referring to the Images & Links tab. There is a green Select button and beside of it an upload button. My editor uses the upload button, bypassing all option to neatly store, rename and resize a header image.

Yes.

Am I correct it's the Upload Resize State setting that must be turned on? I had already set the image size, but saw that only affected the prefilled settings in the file upload dialogue window.
And a trailing number after the file name was already set with _$.

Great, it works! :-)

I might suggest adding year-month-day added to the filename.

One last question: the user is now uploading all files to the root images folder. I would like to set it to a specific folder (like stores/year/month/day). That I know how to do, but the user should also be allowed to browse to an other folder in the stories directory and the banners folder. If I just the stores/year/month/day folder, the user seems to get stuck to the current day and isn't allowed to browse anywhere.