The smartphone has gradually become an indispensable assistant in our daily life. Apple’s iPhone is one of the most popular smartphones. However, once the iPhone has become a criminal tool for assisting the offender, the electromagnetic record in the iPhone will become the key digital evidence to reconstruct the scene of the crime. There is a high probability that offenders perform the Jailbreak procedure in order to gain more powerful functions on iPhones. When the Jailbreak work has processed, this will make the implementation of digital forensic extraction smoother. Otherwise, there is controversy surrounding iPhone evidencehandling if the forensic investigators perform the Jailbreak procedure for the non-Jailbroken iPhone just to make the implementation of digital forensic extraction easier. Therefore, this paper observes the diversification of iPhone evidence via the comparison between before and after performing Jailbreak procedure by using XRY forensic commercial tool kit and Apple iTunes logical extraction. We not only clarify the controversy of whether the key-evidence on the iPhone after its Jailbroken will be varied or not, but also provide a summary report about iPhone evidence and digital forensics as a court reference.