So as I’ve talked about before, I have an iPod Touch that I have had since November of last year I think. I love that thing. One of the best toys that I have ever bought. Of course right as I took it out of the box, I did the old 1.1.1 jailbreak and have been jailbroken ever since. I’m currently on version 1.1.3 as I never found a use for upgrading to 1.1.4. Well that was until today.

Today I finally bit the bullet and am going through the upgrade to 2.0 with a stop at 1.1.4 as I’m reading is necessary. I did a backup of my iPod earlier today through iTunes. Not too sure as to what that actually backs up.

I have no problem going “legit” with my iPod Touch. All along I wanted the installer and the apps that come with it as well as the ability to have email on it. I had those via jailbreaking it but now with 2.0, I really don’t feel that I need to jailbreak it anymore. I’ll still investigate what a jailbroken 2.0 iPod can do and maybe I’ll do that too.

Here’s the timeline:

9:30pm - I begin the upgrade to 1.1.4. I have already downloaded the file so it’s pretty fast.
9:36pm - It’s done and I’m happy that I still have my music on there. My home screen is weird because there is only 8 icons on there.
9:38pm - About to start the 2.0 upgrade. Again, I have already downloaded the file and all I have to do is run it.
9:44pm - Uh oh, An unknown error occured (6). Wonder what that means. It’s having me do a restore. I think I read about this a couple of days ago.
9:47pm - Wish I could have stopped it from trying to download the 1.1.4 update. Oh well. I guess I have an extra 5 minutes.
9:51pm - Apparently I should have restored it to 1.1.4 first before going to 2.0 I’ve read. Oh well, maybe others who read this won’t follow my errors.
9:52pm - Restore is going down.
9:58pm - Just was asked about the 2.0 Software Update in big iTunes window. Didn’t see that the last time. Also restoring the backup I did earlier today.
10:00pm - Restore complete now loading back up. Get asked about 2.0 again. Music’s gone.
10:04pm - Going to try the 2.0 update again. While this is going on, anyone subscribed to MobileMe on an iPod yet?
10:11pm - GRR Unknown Error #6 again. I’m stuck in a perpetual screw up/restore loop. At least it knows not to download the 1.1.4 file again.
10:20pm - It just finished its restore and this time my home screen looks a lot cleaner. I still think that I won’t restore from the backup I did this morning.
10:22pm - Didn’t restore from old backup this time. Started fresh. Syncing photos from my computer.
10:26pm - Third time’s the charm right?
10:35pm - I think it did work this time. It’s restarting my iPod. I’m being asked to set it up again or restore it.
10:37pm - It’s even syncing the Twitterific app I downloaded on Thursday for fun. Cool.
10:45pm - Got work email setup with Exchange. Pretty easy. Time to play with App Store.

Overall, this wasn’t a hugely painful process. Sure I had to redo a couple of things a couple of times but I’m happy that I’m legit now with it. I don’t know if I will go back to the pre 2.0 days but if I do, I’ll use this link here from iPod Touch Hacks. They seem to know what they are talking about.

If you have any experiences with upgrading to 2.0 on your iPod Touch, I would love to hear them or share more about what I did.

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I’ve written a couple of times about iPhones and my desire to have one. I’ve actually been doing a lot of research about them lately as I would like to replace my Dash with one. Thing is, I am currently with T-Mobile and I really don’t want to have to make a switch to AT&T right now. What I would like to do get an iPhone and then jailbreak it and hook it up with my T-Mobile sim card.

I have no worries about jailbreaking the iPhone as I’ve done it with my iPod Touch several times. What I want to know is how it works afterwards. I’ve seen a dozen videos that all end with someone calling their newly jailbroken iPhone. That’s all good and nice but how does it hold up? Is it as easy to send and receive text messages? Does voicemail work as it should? I just want to make sure that if I do jailbreak an iPhone that it works for me like it should. I haven’t really seen anything about those things out there. If there is something, please let me know. I’m definitely interesting to getting one after Apple releases the second generation iPhone in June.

So if you have jailbroken an iPhone or know someone who has, let me know how the experience is. I appreciate any comments.

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