More than 70 million baby boomers are approaching retirement. The single most difficult question they have to answer in determining when to take their Social Security benefits is..."How long am I going to live?" If you knew exactly how long you’d live, it would be infinitely easier to know when to start collecting your benefits. In general, the longer you will live, the longer you should delay collecting. Today, people are living longer than ever before, and with the advancements in medical technology that trend is going to continue.