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Do I activate the phone with my carrier or jailbreak it first?

Activate it with your carrier if you want phone service, then jailbreak. Unless its an unofficial carrier in the 1st gen iPhone. Then first unlock & jailbreak then insert your SIM.
 
Activate it with your carrier if you want phone service, then jailbreak. Unless its an unofficial carrier in the 1st gen iPhone. Then first unlock & jailbreak then insert your SIM.

It's the iPhone 3G, not the first gen. Thanks for the help.
 
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