You don't need to jailbreak to upload the ERSA VH-XXX.
There are plenty of PDF reader apps around (I use good reader) that even handle large docs like Airbus FCOMs, Flight Manuals etc, CAO48 exmptions etc. Yes, they are a bit clunky and text small, but better than nothing and useful to check a limitation etc.
The new iOS (4) coming out on 21st June has the iBookstore that will have pdf reader native to it and I believe you will be able to upload pdfs to that.
The new iPhone does look very nice with some long awaited changes. I'm stuck with the 3GS though for another year. Tho by then the iPhone 5 will be out