As with other project management activities, you need to get into a rhythm of periodic monitoring. You may wish to appoint a risk manager or “risk czar” for the project. The risk czar or manager is responsible for staying on top of the things that could go wrong, just as the project manager is staying on top of the activities leading to project completion. One project team dubbed their risk manager “Eeyore” after the Winnie-the-Pooh character who always bemoaned how bad things could become.
It’s a good idea to have someone other than the project manager serve as the risk manager. The project manager is focused on what he has to do to make a project succeed. The risk manager, in contrast, is identifying factors that might prevent the project from succeeding. In other words, the risk manager is looking for the black cloud around the silver lining that the project manager sees. Asking the same person to take these two opposing views of the project can lead to cognitive dissonance; in an extreme case, his brain can explode!