Yea, Ash got extremely lucky throughout Kanto. But he started getting honestly good in Johto, and really started to show maturity and professionalism in Hoenn. In Sinnoh, he got really good.
The show is at it's best when Ash uses incredibly unorthodox but clever solutions to solve his problems. I'm not seeing much of that in Black and White at all, except for when he used Water Gun to bounce Oshawotts shell into the air after bouncing it's attack off the wall (epic win).
Seriously, it's like they pressed the rewind button on Ash's skills and character development to when he was just entering Johto, XD