I have two PDF's I have to email to my Department of Attorney General (DAG), like yesterday! But I only have gmail and one of the PDF's is too large to even send by itself. So I am seriously in panic mode and need help fast One PDF is a four page letter, that when I right click and 'Get Info' it says it's 5.3 MB on disk. The other PDF is a LOT of enclosures (scans from a book, screenshots, etc) I put together as a PDF then used PDFCombo so it would have a table of contents. When I right click and 'Get Info' it says it's 69.8 MB on disk. I tried selecting both, right clicked and selected 'Compress 2 items'. The compressed file when I view it in the folder says 70 MB just under it. But when I right click and select 'Get Info' it says it's 83.9 MB on disk. Then I tried uploading to Google Drive, selecting both PDF's and downloading them. The compressed file when viewed in the folder says 70 MB just under it. But when I right click and select 'Get Info' it says it's 72.1 MB. Tried calling my DAG to see if they'd accept it if sent in gmail via Google Drive (being what gmail prompts me to do), but they have a stupid phone system. Called multiple times, waited to talk to someone, then after 16 minutes get a recording saying call back later and it disconnects. Until eventually I got a recording saying they were closed. Can someone please tell me if there's a way to shrink the file size so I can get these emailed?