Increasing breastfeeding duration and exclusivity is an acknowledged public health priority. Breastfeeding problems, especially with the healthy term neonate latching-on or feeding with a suboptimal latch, are common reasons for early breastfeeding termination when they result in inadequate breastfeeding, poor milk transfer, and sore nipples. This article describes clinical strategies for systematic latch-on and suckling assessment with the goal of improving the skills of clinicians who provide care for breastfeeding women.