Have you tried pressing the little reset button, it is located underneath the screen when it is open, slightly move it as if you are closing it and get a toothpic and press the reset (its in a small hole)
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A lot of phones do not turn on while they are charging if it is dead when you plug it in. Most go to a charging screen and then shut off when you unplug them, so you have to turn it on afterwords.
It's a different story if it turns off when you plug it in though, my advice would be to take it to a repair shop.
this is a very simple solution if someone hasn't told you the answer yet.... just hold your sidekick right side up then flip it as if you were putting it on a table and then there will be a button with 2 arrows and then 1 with what looks as a dot hold in the button with the do until you see the screen start to light up
dnt drain the batteries of your phones...if that happens pls buy multicharger or battery shock,remove the battery..... charge it for about 5min or shock the battery if ur using battery shock...be sure u positioned it ryt....den put it back on ur phone then charge it or continue the charging on the multicharger until its full !!!!im pretty sure of it....im encountering the same prob as urs before and thats what i did and it work!!!!
The T-mobile sidekicks have an issue with battery chargin port. It's not the battery or the charger.
If it is under warranty call t-mobile.
If not, it runs about 90-100 to get repaired.
The other option is to use a spare battery charger and a extra battery. Always keep one charging while the other is in use. This option runs about 40 dollars from ebay. http://shop.sidekickskin.net/SideKick-Repair-Parts/Sidekick-3-Spare-Battery-Charger