what one obsticle in omarion's life?

Answer 1

As is so often the case in life and in literature, the greatest obstacle is ones self, It is always about the ability to overcome whatever challenges are placed in front of us, but he doesn't seem capable of even realizing the obstacles that exist within him.

"Know they self"
"The unexamined life is not worth living"

And that is where it all leads and where Omarion seems to have failed.