Perspective from a fellow noob…
I learned the static mount first and am just now learning the roll back. I wear shin guards and generally don’t need them, but there have been a couple times that they have earned their living 
Keeping the Boys-in-Front - BIF - is critical. I have not found the perfect answer yet, but I have tried the athletic supporter and it tends to help. This one is a work in progress - sometimes everything stays up and out of the way, other times gravity prevails and I have to bail on the attempt quickly 
The other BIG challenge with either mount has been getting my foot on the pedal in a good position. Sometimes I do, other times I bail on the attempt because the foot hits the pedal in such a poor position that I know I will not have a good ride. The key to this, so far, has been to really focus on the pedal until my foot is on it, then transition my sight quickly out to the front.
As with everything else, it seems like everyone’s tips have been helpful but persistence and consistency of practice are the thing that finally prevail! So, here’s to “keep on keepin’ on” 
