When you factor in Social Security, the financial picture can be a little better, as the average monthly benefit currently sits around $1,920 or an extra$23,000 in annual income. For higher earners, or those who have a $2 million portfolio, the benefit can reach as much as$4,000 monthly or around $48,000 per year, and a couple with dual benefits can go as high as$60,000. This means that you can take a $2 million portfolio and generate as much as$148,000 annually, which should provide a pretty comfortabl ...