Sort of. On the publish page, there’s an image upload link on the right- under the submit button. You can create multiple file browsers in ‘Admin- Weblog - File Upload Prefs’- and assign member groups to any/all of those folders. Then they can upload to a given folder from the publish page. When they upload an image, they’ll be given the option to resize it- and either keep the original image or replace it.
The only ‘sort of’ bit is that EE doesn’t allow cropping there. It will resize- and you can specify the dimensions, but if you wanted to proportionally resize and then crop so all images are 100x100- even if one starts out at 200x50 and another at 75x200- you can’t get a 100x100 without distorting it.
Did that make sense? But you could say ‘max width is 100’ and height resizes proportionate to that.
Will that do the trick for what you need?