List all the Pros and Benefits he will likely get for doing that something. People at times don't do things out of fear that the risks might far outweigh the benefits he will likely get.
A very good common example for this would be: Someone who doesn't want to leave his family for an opportunity to work at a good company but is outside the country.
While it is very understandable why someone won't do that, they must also consider the benefits that he and his family will likely get. Working at a good company ensures his families future and is likely to give them a good chance of living a good life.