By default, JobRoller allows a logo to be added to the listing, but there is no specific option for a gallery images to be added to the listing itself. You can create a custom form which allows .pdf or .doc file types to be uploaded to a listing. The resumes functionality found via the job seeker login allows for just one image to be added, but if users uploaded their images to another site they could simply link to it. The existing theme allows you to charge employers to place listings or to browse the resumes section. Version 1.7 of JobRoller is responsive, and this version is currently in beta testing phase and available to existing customers, but will be officially released very soon.
So, ultimately the theme offers some of what you are looking for, but if you want to allow for an actual gallery/portfolio of images to be uploaded either within a listing or in a file you may need to make additional modifications in order to allow it. You'll also want to take into account the existing file size of such images if you're planning to allow a lot of them to be uploaded. Thanks.