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Don't know where you live, but in my area people have been having the same problem. I think it was Verizon in general.
If you pay for the phone just take it away from him.
I heard swype doesn't work on 2.2. Only on some roms when your rooted. And they just ported the Droid 2 keyboard for the droid been wanting to...
Both have it. And the Samsung Galaxy has it as well.
Try going to Contacts then the menu then display options or accounts and play around with those settings perhaps
I think I was looking for this in 2.1 and didn't find it. Though once I rooted to froyo it had the option so it might not be available yet.
Probably a replacement for the original Droid, stop selling the Droid and replace it with this one.
I tested this on my phone. I typed quite a few characters to my friends phone (not Verizon). He got the whole message in 3 texts. And I didn't...
Try going to contacts then menu. Push display options. Then play around with the settings there.
Probably was that screen protector of yours