There are some features of Cydia and other non-apple apps that are quite appealing. My question is - if I were to jail-break my phone:
1) How would it affect my current setup/settings - would I have to wipe everything to factory default settings to jailbreak it?
2) If I were to jailbreak my phone and then apple came out with an update (i.e. version 2.3), what would be the process to get the newest 2.3 software and still have my phone jailbroken? Would I have to wipe my iphone to factory settings to apply the update and jailbreak? Does winpwn (or whomever releases windows jailbreaks) allow for updating + jailbreaking without losing data/settings?
I'd love to jailbreak my phone, but if it's going to get wiped every time an update comes out... I'm not sure it's worth the hassle (if that's the case).