Ok, first attempt, and so far no go. The .htaccess file is inside the Signature folder, the file as you can tell is named mysig.jpg Now I have GD plugin and the latest apache... I know this because I use GD for another part of my website... and it works perfectly... http://www.cyberpawz.com/signature/mysig.jpg As you can tell below where I placed the image tags nothing shows up... any help would be appreciated. I changed the font to $font = '/Volumes/Server/htdocs/Signature/Caleu.ttf'; Now don't forget I'm on a Mac, but as far as I can tell if I put the font in the same folder as the signature is in, and just cut that down to: $font = /Caleu.tiff Wouldn't that work as well, or does the font need to be active in the system?