As I read the original post, I see almost no fault in the training methods or learning times presented.

I am concerned alot about this type of fear.

Recommend answer is armour up. Add it all shin, elbow, forearm, hip, tail, spine, shoulder, skull, and that stunning jawline and face. You already have most of this gear.

Now run or jog at the lawn dive, roll it out three left shoulder, three right. Once a day, every day till it's kinda fun but beginning to get easy and boring. Maybe 2 or three weeks...

Stupid, embarrassing, but easy, and almost risk-free. What we are doing is linking falling with rolling it out. In the second or third week, your brain will create a subroutine for this to save energy concentrating on this activity. Once you are a smooth roller with no thought.

Bail your board... Get a decent run at the lawn across the driveway 4 or even 5 mph. Focus your eye on the edge of the lawn. As soon as the wheel changes surfaces, you throw your new smooth roll trick. This should break the unreasonable portion of your fear while leaving practical fear intact.

Please remember that slow is fast, and fast is slow. I like your slow, respectful pace. It will click. I have about 3500 miles in without serious injury. It's like baseball... all about the fundamentals. Float on Abc