Cross loops were always relatively interesting as a break from the repetition.
After all, he'd already hammer just about every single bit of info good for a bet into his head a couple hundred loops ago.
He'd managed to talk Revan into training him, and well, it turns out that lightsabers were relatively easy to build once you knew how.
Okay, he ended up missing Rukia getting nabbed because of it, but at least he didn't need to deal with his hollow self this time, or getting Bankai.
Urahara was surprisingly susceptible to questioning when dangling from a force choke.
The armor he'd made managed to stay with him when leaving his body, hell, Sith Lords had done similar for countless millenia.
The Shinigami may think,at first, that he'd be just another hollow, but the armor, admittedly a design he'd wholly stolen from Revan, gave him other options and would make the victory so much more fun.
Sure, taking on the entirety of the Soul Society was rather foolhardy by himself.
But then, the same could be said about the plan his friend had before the looping.
The guard panicked as he walked in, a moments distraction as he handled both the man and the gate with a wave of the hand and manipulation of the force.
Shunpo was a nice technique, but it didn't elp when facing someone who knew every action before it happened and shinigami were dying like flies when the crimson blade burned the sky.
Shinigami meet sith lord, hell, the Exile had faced worth on her own in her attack on the Trayus Core.
He may not particularly get along with Rukia, but let heaven help the fools who tried to stop him from protecting his friends.
Bells...
Perhaps there would be a decent fight after all.