One Bit a Letter
Guess the next letter of a sentence until you get it. How far down your guesses the answer sits measures how much English you already know, in bits, and you will beat the machine.
3 projects

Guess the next letter of a sentence until you get it. How far down your guesses the answer sits measures how much English you already know, in bits, and you will beat the machine.

Fifty days in, the last one is about how soon two things land in the same place. It is much sooner than it feels.

Huffman coding is provably optimal and famously within one bit of entropy. On the right source that one bit is a twelve-fold overhead.