Anyone who has Medicare and takes lots of drugs or a few very expensive ones (or who has an older relative who does) knows about the dreaded “donut hole”—the gap in coverage that happens each year if you have to spend a lot of money on prescriptions. If you’re above the poverty level but don’t have good gap insurance, it can be financially devastating. The New York Times notes that for a quarter of at-risk patients, planning ahead with generics may help you skirt the donut hole altogether. The big stumbling block is that you have to be prepared to discuss your personal finances with your doctor.