iPad Noob. Why jailbreak? For fun? I don't see a point except to maybe screw it up enough to brick your device. Please advise the benefits and if there is a ota JB available?
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Unless you mess with something that you're not knowledgeable of, trying too hard to save space, or trying too hard to do something that's not meant to do so, you will not brick your device. The only cases where your device is susceptible to bricks is if you're installing Siri ports, modifying hardware improperly or using non-OEM/non-certified/untested hardware, or force modifying any software without either the proper exploits if applicable or if the hardware is not meant to run a specific software component such as baseband modification.
Common misconception is that "Jailbreak = Brick". If you improperly manage your device, or if you force software onto your device that is not compatible with your device.
In terms of OTA jailbreaking, if you mean directly through a browser, no. Safari Mobile.app has been patched over and over again to get rid of any Safari/import vulnerabilities that allowed for "OTA" jailbreaks like JailbreakMe for legacy iOS's. If you mean jailbreak for OTA updated devices, depending on iOS, OTA firmware updates do not matter. With Evasi0n7, @Evad3rs have more than likely abandoned the resolution of fixing the OTA issue with Evasi0n7 and OTA updated devices.