Challenges should have a very specific, measurable target that can be aimed for. While the challenge shouldn't impose a technology per-se (unless it's entire purpose is to challenge someone to do something in a specific technology), it should at least have some some boundaries/specifications.
Example:
- "Try a preprocessor like LESS, SASS or Stylus." might be converted to "Replicate the CSS of Digg.com by using Sass, Less, and Stylus". This gives you an exact target to aim for, and three specific tasks. Even then, it's easy to write pure CSS, in Sass, so an even more specific challenge that requires the use of Sass/Less/Stylus features would be better.
Many of the ones I initially added also need some more specific target context.
Not sure if it makes sense to discuss each one in its own issue, or just talk about them here.