Yes. Checkra1n is . If your iPhone dies or reboots, you will need to run the Checkra1n tool again from your Windows PC (via the Linux USB) to re-enable the jailbreak. Tweaks will not work after a reboot until you re-run the exploit.
How to Download & Use checkra1n for iOS 12.5.5 on Windows (Important Update)
Once in the Linux environment:
The Bootable USB method has a 99% success rate. The VM method has a ~60% success rate for iOS 12.5.5.
Since you cannot run checkra1n on Windows, you can run a tiny version of Linux from your Windows PC that contains the checkra1n software. This is done using a tool called .
So, does that mean you cannot and use it with iOS 12.5.5? No. You have three reliable workarounds: