uploading images to specified directories

This might be perfect solution for you:

http://wordpress.org/plugins/custom-upload-dir/

With that plugin you can have upload folder structure as you wish:

“uploads/$image_type./.$client./.$post_title./”

or

uploads/category/subcategory/post_title/

Or anything you like, you can combine post title, category, post author, post date and many more in your folder structure.

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