I agree with him, machine translation will improve and we will be able to do searches using terms, phrases that have the same meaning but are not composed of the same words.  However I don't think that means the AI understands anything, it will recognized patterns in the many thousands of examples it is trained on but that means it understands the meaning. I'll even stick my neck out and make a more precise prediction.  My hypothesis is when the AI's errors are examined there will be more semantic mistakes than grammatical mistakes.