Get Comfortable With Social Security Social Security is confusing. There are so many rules and options; it seems to create more questions than answers. When should I apply? How much can I expect to receive? How will working affect my benefits? What about taxes? There’s plenty of conventional wisdom out there, but a lot of it is full of misconceptions, which may cause you to make costly mistakes. It’s important to know what your options are.Watch video below: Have a Question Name Email Address Phone Question Thank you! Oops!