If crypto is your thing, and you want to keep it practical, allow me to plug:

http://www.matasano.com/articles/crypto-challenges/

They're free, they involve writing actual code to break actual crypto constructions, and they seem to be pretty popular; our standings right now: level 0 (6687), level 1 (490), level 2 (156), level 3 (50), level 4 (36), level 5 (29), level 6 (37).

Let's say my experience with cryptography and web security can be summed up with 'using bcrypt' and 'using ssl.' Would I be able to learn from this or would I need to seek out something more basic first?

From the page tptacek linked to:

> HOW MUCH CRYPTO DO I NEED TO KNOW?

> None. That's the point.

You can learn from it, they explain how to go about solving them pretty well. I solved the first set in a few minutes and am trying to find time to do the second one, they are pretty fun.

Curious why there's a delta of level 4 & 5 under 6?

A FAQ. Those are the people currently at that level.

level 7 is hiring? :)

No, level 7 is coming out hopefully next week.

Respond to my email! :p