Difficult People - It Has Never Been More Important to Choose Your Battles When Dealing with Difficult People Difficult People are never easy to have to deal with. But do you handle every difficult person you come across in the same way? When I am facilitating my dealing with difficult people workshops, many people ask – how can I be assertive all the time to deal with all those difficult people? The answer may well surprise you. Read what I had to say on assertiveness and difficult people with their many issues.