A user will be able to upload an image. If the image is greater than a set size I want to downsize it to that size. Obviously it doesn\'t have to match exactly due to ratios, t
You can just load the file into a bitmap object:
http://msdn.microsoft.com/en-us/library/system.drawing.bitmap.aspx
Then just check the width on the object. For the second part of your problem, I would recommend using a tool like ImageMagick
http://www.imagemagick.org/script/index.php
to accurately resize the first image or to create the background image and merge the two images together.