I've been purchasing the font licenses for a large ad agency for 16+ years. We have over 600 users in 20 locations around the world. This past year, font license compliance has become a much larger part of my job , so I now have time to see where we might be lacking in coverage. We have a font server, so I know we're in compliance with desktop licenses. My main concerns now are PDF, mobile app, and eBook embedding licenses that might be required, depending on the foundry.
For the sake of trying to keep this long post from getting even more out of control, I'll focus on PDF embedding. All PDFs are secure, view and print only. Editable embedding is not a requirement.