This study examines the long-term efficacy of the Federal Trade Commission’s (FTC’s) 2003 Red Flag Initiative, which aimed to curb the prevalence of deceptive claims in over-the-counter weight loss product advertising. The principal component of this effort was the FTC’s promotion of voluntary guidelines which encouraged media outlets to screen advertisements for the seven deceptive (“Red Flag”) claims prior to publication. By analyzing the content of English-language advertisement airings appearing in nationally circulated print magazines and on television programs between 2010 and 2011, this study evaluates the success of the Red Flag Initiative as a long-term regulatory solution to deceptive advertising in this market. This study finds that the FTC’s voluntary initiative failed to halt the dissemination of deceptive claims during the time period analyzed. In response to the FTC’s actions, manufacturers appear to have engaged in offsetting behaviors and employed other creative content to convey similar deceptive information in their advertising, allowing them to avoid scrutiny while continuing to mislead consumers.