[Touch HD General] eaglesteve:
I have not gone through a firmware upgrade yet, so what I write here is just my guesses. I think of it as an equivalent of changing from say Wm2003SE to WM5, or from WM5 to WM6. There will be some applications which no longer works after the migration. Yes, I would expect to jailbreak once again, the worst scenario in my mind. There is however facility to backup a list of jailbroken applications via iTune. After installing a jailbroken firmware 3.0 and re-syncing with iTune, there is a restore facility to automatically identify and reinstall all the Cydia applications. Data for iPhone applications are always preserved during the process.

This is contrary to my own experience. On my HD, I never switch on bluetooth except in very rare situation when I want to do file transfer (I do have a bluetooth headset that comes free with my HD but I hate carrying another piece of device around and hate hanging that piece of thing on my ear). I turn on either the 3G or wifi but never both. With my HD, I tend to use my 3G a lot more, because I found battery consumption on WIFI to be really really bad. I have always tried to kill activesync from operating.

On my iPhone, because I found wifi to be a lot more useable than HD, I tend to use it more, so I use my 3G only when outside my house. I got the impression that Steve Job was obsessed with preserving battery life, and I do feel that in using it. Another difference I found was that iPhone recharges a lot quicker than my HD, so it is easier and faster to top up.

Overall, however, I give the point to HD simply because of the possibility of swapping in spare batteries. I do NOT like the fixed battery design concept in iPhone.

I agree with you with the virtue of HD when comes to navigation software. I had made lots of posts like that myself like in post #94 here:

http://xdaforums.com/showthread.php?t=443900&page=10

However, I expect this situation to change very shortly with Firmware 3.0. In the mean time, if you're in US, check out G-Map which is a navigation software that does NOT require internet connection.

http://www.xroadgps.com/Maps/GMapforiPhone/tabid/2463/Default.aspx

For users outside US, the best navigation software with turn-by-turn voice instruction available is a crappy jailbroken software called xGPS. You could download the google map before hand to eliminate the need for internet connection but that chews up too much memory space.

For me, I'm a very fussy GPS software user, having tried out most of the popular ones such as CoPilot, Garmin, iGO, Mapking, and various versions of TomTom. I still stubbornly clink on to what I consider to be the only Gold Standard in GPS, which is TomTom 7, with Mapshare capability, legal speed limit warning, and even ability to warn users of mobile speed camera. Unfortunately, TomTom does not have map in all the countries that I visit, which is why I always install other software such as Garmin and Mapking to complement the shortcoming of TomTom.

I also resisted the idea of carrying two devices initially. However, reality is that I don't really "carry" two devices. I simply leave my HD in my car and carry only my iPhone around.

Dropping calls, phone not ringing, etc is more the characteristics of my HD rather than iPhone. I don't have call issue with iPhone. However, based on what I've read, I think there is a call connection issue for those who had tried to unlock their phone with some unproven methods. My phone was unlocked by the Telco before I jailbroke it, so may be that's why it does not have any issue.

Not just the interface. It is also the quality and quantity of third party applications. I know many people would try to laugh off the applications in Applestore as all iFart applications. Nothing could be further from the truth. Many applications on iPhone platform simply have no equivalent on winmo. If there is, the design on winmo platform are quite outdated. After switching to iPhone, my own feeling whenever I stare at my HD is that it is using a sunset OS and applications which requires re-design in general.

I don't think anyone can honestly say that you discover everything about iPhone within a week. I also do not think users are limited in anyway in customization. Fallenczar has posted something on this in another thread to show a sample of what an iPhone could look like for those so inclined.

I had reconverted my FLV files to MP4 format when migrating from HD to iPhone but that's about it. MP4 which worked on HD (worked on Coreplayer at least, although not on Album) simply run without anywork required. All my videos these days are downloaded directly to my iPhone without any reformatting and resizing.

I do not find the comment about battery life to be correct. When running wif, battery sucks on the HD rather than on iPhone.

You can certainly turn off auto-rotate. Many iPhone applications themselves let you do this. For example, my GolfScore application lets me choose if I want to use this applicationn in landscape, portrait or auto mode. You can also install a software called "Rotation Inhibitor" from Cydia Store to toggle between allowing and disallowing rotation.