Winner
Season 1, Episode 18
Loser
Previous: Itsy Bitsy vs. Hometown Huck
Next: Itsy Bitsy vs. Wasabi
Round 1
Extremo starts skateboarding. Ira tries to stop the daredevil by magically dropping boulders on him. Extremo dodges the first two boulders with speed and style. Ira times Extremo's speed and successfully drops the third boulder on him. To everyone's shock, Extremo survives and "pops up" behind Ira. Extremo throws two punches before pinning Ira.
Round 2
Ira replicates Extremo's "magic trick" and magically transports himself behind the daredevil. However, Extremo vanished just as Ira reappeared. To Ira's surprise, Extermo was already airborne on his jetpack and hits the magician from behind to end the round.
Round 3
Mr. Extremo is still hovering high above the ring on his jetpack. Evil Ira tries to hypnotize Extremo with the Evil Eye, but Extremo is moving too fast. With correct timing, Ira finally hypnotizes Extremo. Extremo starts to feel sleepy and descends at high speed. Unfortunately for Ira, Extremo crash-lands right on top of him. Extremo snaps out of the hypnosis and pins Ira.