Anchoring is a critical aspect of boating, and the anchor chain plays an essential role in ensuring that a vessel remains securely moored. However, many boaters experience the frustrating issue of their anchor chain jumping the gypsy. This phenomenon can lead to various complications, including potential damage to the anchor windlass and challenges in retrieving the anchor. In this article, we will explore the reasons behind this issue, the mechanics of anchor systems, and how to prevent your anchor chain from jumping the gypsy.