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Here's the realization that enabled me to start finishing that choke a very high percentage of the time: It's a guillotine choke with a funny grip.
The key pressures to finishing it are:
1. Arm tight under his chin.
2. Bending his head over your arm.
Lifting your elbow and all that is nice, as it keeps your arm tight under his chin, but it isn't what finishes the choke. You finish the choke by bending his neck around your choking arm. The way I do that is by crunching his head in with my non-choking arm. I also walk my legs towards him until I can essentially get guard, like you would if you had a guillotine choke in that exact position. If you can wrap your top leg over the top of him and arch your back like with a guillotine, he's gonna tap, almost no matter what you do with your arms. That works from any position. Just walk your legs towards him, trying to get guard if you can.
The way that most of those videos are showing is a different pressure to finish, which also works if you do it right. For me, though, those methods haven't worked all that well, as I'm very skinny and light, and don't feel that I can get the appropriate squeezing pressure to get the finish. Finishing like a guillotine, though, works VERY well for me even against much larger and stronger opponents.
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