Thanks for the prompt response.
Made a setting or two change, waited for the processing and it worked.
A few things I missed, just adding for others who might stumble on this.
Under the new license I created I forgot to set the “apply to raster images” to “yes”, meaning it was skipping over the images.
Changed the “apply to editorial media” setting as this was the only ones I wanted to extend to free. The default is “no”, changed to “must be”.
Already had “required keywords” set to “any” with my comma separated list present.