Funny.
Based on current chapter 636.
When Kakashi beat Obito in kamui dimension, and Obito accepted as lost,
then everyone said Kakashi become overrated.
This Is Not Fair (Note: I'm Naruto manga fan only.)
Obito was under control by Madara.
If i am not wrong. When he return to Naruto world, there were chakra rods appeared on his body and maybe damaged some chakra rods.
Madara using chakra rods to control him, that's why he smile when Obito said something against him.
Madara could sense Obito lost the fight and coming back to Naruto world.
So, Madara did something on Obito body during the period before seeing Madara.
Well, Kishi may "flashback" about the that short period.
Just like Kabuto, he did something on Madara body, enhancement!
Kakashi had done many mission for 16 years. And this was helpful to Kakashi experience.
Finally, Obito cannot do any real fighting, to avoid showing his true identity.
Obito could, at anytime, beat Kakashi in Naruto world.....