Yay! Advanced Gamblers, here you come! That is so awesome. I feel like I always say this--but it's always true--you guys improve with every trial. That's a true testament to your training
And just a tip--try to use a bit more of your motion (accel and decel) vs. your arms. When you wanted Toffee to do the gamble you went right up to the line (with him even with you) and stopped and threw your arm out. It's more effective if you can get him driving and you can keep moving. The problem with doing the arm thing is that once it's out it leaves you nowhere to go and starts to become meaningless.
Trust me--I know how hard it is to get a velcro dog to drive ahead, but it's doable