For me, personally:

> what motivated you to learn to draw

Half of me wanted to impress my friends. The other half of me wanted to make stories come to life.

> what you were interested in drawing

Mostly animated characters. Faces. Portraits.

> biggest roadblock/weakness

PROPORTIONS. I hated how I'd draw something and it would always look "slightly off" but I couldn't really put my finger on exactly why

> how many times you've tried to learn

Probably about 3 times..