Winter flounder fishing often requires you to anchor down. The first step is to anchor the boat slightly upcurrent of your chosen spot and send down the chum basket. Next send down your flounder rigs and wait. Every so often, give the chum basket a shake. If you don't get a bite within 15 or 20 minutes, try another spot. Of course, some spots produce better on certain stages of the tide, but this can only be learned through experience.