In this book, Winston Smith is reckless and takes actions that make it almost inevitable that he will be caught. The reason for this is that he is desperate to the point where he does not really care that much if he lives or dies.
Winston wants to be a real individual. He wants to be able to have the kinds of personal relationships that are not possible under the Party. He wants to be able to have real memories and real knowledge. Again, this goes against what the Party wants. Because he wants these things so much, and because they are impossible to have in his society, Winston is desperate. He hates living the life he has and so he doesn't think it would be that much of a loss if he dies. This makes him reckless.