Unhappy [Q] Nexus 7 - Stuck on "Booting Downloaded Image"Bootloader - booting Custom recovery

I am stuck rooting my device. Everything goes well until it flashes my custom recovery. It will flash it but when it attempts to boot it, it is just stuck on bootloader saying "Booting downloaded image" in the top left corner, when it should do it instantly.
Android 4.4 - JWR66Y
Tried w/ Wug's toolkit and fastboot. Both have the same problem.