Kolmogorov complexity gives a high value to strings of symbols that are essentially random. But isn't randomness essentially meaningless? Should a measure of information assign a low value to it? The concept of sophistication addresses this question.
When you transmit information long-distance there is always a chance that some of it gets mangled and arrives at the other end corrupted. Luckily, there are clever ways of encoding information which ensure a tiny error rate, even when your communication channel is prone to errors.
Computers represent information using bits — that's 0s and 1s. It turns out that Claude Shannon's entropy, a measure of information invented long before computers became mainstream, measures the minimal number of bits you need to encode a piece of information.
If I tell you something you already know, then that's not very informative. So perhaps information should be measured in terms of unexpectedness, or surprise? In the 1940s Clause Shannon put this idea to use in one of the greatest scientific works of the century.
There are many ways of saying the same thing — you can use many words, or few. Perhaps information should be measured in terms of the shortest way of expressing it? In the 1960s this idea led to a measure of information called Kolmogorov complexity.