Creating pdf's used to be simple. I know because I have used acrobat for 30 years. It has become a complete mess. I have tried for 30 minutes to add jpegs to a single pdf and it is still not right. Get some UX people who really know how to communicate. I can't believe how difficult this simple task has become. Sorry but it is true. I have the Adobe Creative Suite so I'm not unfamiliar with adobe. I have used photoshop for 20 years, illustrator for 20 years, premiere pro, InDesign for as long as it has been out, all of it. Acrobat should be simple.