1. Does this "as confused as ever" mean "you've been always confused all the time", not "you're most confused than ever"?
No, it means you are as confused as the most confused time for you in the past, hence, at a height of confusion.
2. Does this "As smart and dedicated as you may be" mean "however smart and dedicated you may be", a concessive clause?
Basically, yes. Really he could also say regardless of how smart and dedicated you may be....