The question to ask yourself is, what type of lifestyle will a dollar5 million a year buy? What would be a suitable lifestyle? The answer will depend on the type of investments you make and how well you know the business. While you should invest in areas you are comfortable with, it is also wise to spread your money over 10 different investments. This way, you will not be too exposed if one investment takes a dip. You can also cut down your expenses and invest in several sectors, including real estate.