Hey there! Speaking from experience ( I also came from the Sony x10i ), the best way to get your phone working the way YOU want is by rooting.Do not do any official upgrade at all. Just root your phone, do S-Off and then install a custom ROM if you want Gingerbread.
Updating your DHD will force you the downgrade if you want to root, but depending on your firmware version (if it is greater 1.32) you might have to downgrade any way.
OTA updates are not advisable. It took me nearly 24 hours to root my Sony BUT it took me under 2 hours to root my DHD and install RCMIX.
I say if you're holding a DHD then the best ROM for it would be RCMIX Kingdom's ROM ( Sense 3 ).
Here's the link to the ROM
http://forum.xda-developers.com/showthread.php?t=1074191
Here's a link to root for device. Good luck ;o)
http://www.addictivetips.com/mobile/how-to-root-htc-desire-hd-with-visionary-one-click-root/
If you're stuck, there are many friendly helpers on the thread.
Find root to the DHD is really easy !!
Once again.. GOOD LUCK !!
PS.. LUCKILY for me I didn't have to downgrade or change anything.. After I achieved root, everything was sweet as! Happy flashing! Hehehe!!!
Here's a link that could be useful to you ;o)
http://forum.xda-developers.com/showthread.php?t=1079108
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