I just bought an iPad2 and an EyeFi Pro card. I was stunned and extremely disappointed to discover, once I got the iPad and EyeFi to talk to each other, that I'm unable to upload photos (taken by my camera and transferred to the iPad via the EyeFi card and App) to a website (my work server) when using Safari. The button to select a file to upload is grayed out. I googled for options, saw recommendations for iCab. I tried iCab, I get an error that the photo is not a "vaild file" and can't upload. I have no upload problems when the photos are transferred via EyeFi to my MacBook Pro, using Safari or Firefox on my laptop. Looking for other options besides iCab, I saw that there's a Safari Upload Enabler App which enables uploading from Safari, but it only works on a jailbroke iPad. I believe there are also other browsers that can be added if one has a jailbroke iPad. Questions: 1) Is there a way to jailbreak while retaining all the apps I've already downloaded so I don't have to redownload, reconfigure, re-arrange everything I've already setup? 2) If I jailbreak, will I have to re-buy the apps I've already bought? 3) I don't care about hacking the device beyond being enabled to install apps that Apple doesn't let me install with a standard OS. What is the simplest and most robust way to jailbreak so that I can run additional apps. What about upgrading the OS over time? Thanks!