I do not think TIG's plugin would be needed here. It's only needed when there is some complex, textured 2D geometry to be draped. What you do with a single image is actually not draping but projecting (this may sound hair splitting but knowing the correct terms can also let you find answers in the help documentation easier, too).
First of all, how large is that jpg image? SU (even enabling max. texture size) will only display 2048x2048 pixel images (and half of that by default). Would scaling the image (if it is very large) stop crashing?
