I can't seem to get the flow of gestures and I'm getting better with the bean, however anything timed sends me on panic mode. I'm much better at studying and measuring the subject.

you can have a timer on yourself for one minute and scribble the main masses of the figure, afterwards, take off the model and draw the model through your scribble it doesn't matter if it'll get long, as long as you can mentally check your own scribbles to be accurate and correcting them. hope this helps

Can you give a ballpark # of how any gesture drawings you've done?

I found myself making many of the errors that Stan talked about in his gesture videos before reading a suggestion by another user on the forums who mentioned skipping the timer and focusing on line economy. You could try re-watching Stan’s videos and then taking a pose and doing the bare minimum for lines. Circle for the head, single lines for the limbs, and then only a few lines for the important parts of the torso. Draw slowly and focus on making solid/flowing CSI lines. Try that for a few pages or sessions and then increase your amount of lines. Circle for the head, a line or two for the neck if needed, two strokes for each limb, and then more lines for the torso but still focusing on flow and staying away from only contour. Also, don’t be afraid of exaggerating the pose which is something I struggled with at first. Those are some things that have helped me recently.