Become better against tough opponents?

[Majik]

If we take two people, lets call them Klas and Stig.

Klas plays HU for a whole year against very solid players for a whole year, with an infinite bankroll.

Stig plays HU against the worst players for a year, with an infinite bankroll.

After this year ends, Klas and Stig will play HU for rollz (which now are limited, because Chuck Norris stole everything but $10k).

Will Klas have an advantage over Stig? Will Stig have advanced more because Klas has only been playing against players whose "moves will be harder to decipher and you might incorrectly peg their thought process"?

Will Klas be able to advance without talking to other good players to help him analyze the other solid players moves?

Assuming the same natural talents and yada yada...

EDIT: Oh, and Gaara rocks