Rick Macauley showed us this move at his seminar. Thanks to Prashant and Pat for helping me with my notes.
You start in a staggered stance standing from neutral. Get over-unders:
Grip his left wrist with your right hand with an "outside grip" (i.e. your thumb towards your).
Pull his arm a little, being careful of his shot. Swim your elbow inside of his elbow. Let go of the grip and bring your hand around for the underhook. Your Other arm overhooks his other arm.
Keep good head pressure with your head above his and to the side over his shoulder.
Pull down on his shoulder with the underhook as you pressure on his head and tilt his body to side of your underhook.
When you have enough space, shove his head under your right armpit. Then wrap your right arm around his neck. Hold his chin for control. Without unlooping your overhook, grip your own wrist with your left hand. Now you have a headlock with his arm still inside.
Lift up your right foot and bring it across his body just outside of his right hip/leg with your shin angling across his body. Then pull him to the ground, throwing your left leg over his back and pinching your legs together. You want to land on your side not with guard flat on your back.
Tighten the choke as you do an ab situp/crunch, bring your head towards his left knee. Make a "thumbs up" like the Fonz with your right hand to tighten the choke. He taps.
Bryan Harper has a good demo of the arm-in guillotine. Rick basically does it exactly that way, except he seems to just jump into it. If they guy starts to pass to cross body anyway, then he just bases out then switches to the anaconda choke. It is a nice effective move.
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