Hey all, I have finally found a solution that worked for me. You must upload your files in your media library first. I’m using “Go Portfolio” as my gallery. The watermark will not show up if you upload directly through there. With that being said, after uploading to your media library, then upload in “Go Portfolio” (whichever you use). The steps are tedious but it gets the job done. If anyone knows a faster way, please let me know.