The halogen bond (XB) has become an important tool for molecular design in all areas of chemistry, including crystal and materials engineering, and medicinal chemistry. Its similarity to the hydrogen bond (HB) makes the relationship between these interactions complex-at times competing against, other times orthogonal to each other. sRecently, our two laboratories have independently reported and characterized a new synergistic relationship, in which the XB is enhanced through direct intramolecular HBing to the electron-rich belt of the halogen. In one study, intramolecular HBing from an amine, polarized iodopyridinium XB donors in a bidentate anion receptor, resulting HB enhanced XB (or HBeXB) preorganized and further augmented the donors. Consequently, the affinity of the receptor for halogen anions was significantly increased. In a parallel study, a metachlorotyrosine was engineered into T4 lysozyme, resulting in an HBeXB that increased the thermal stability and activity of the enzyme at elevated temperatures. Computational studies on the two systems show that the HBeXB extends the range of interaction energies to being significantly greater than that of the XB alone. Additionally, surveys of structural databases indicate that the components for this interaction are already present in many existing molecular systems; however, the HBeXB has not been previously recognized. The confluence of the independent studies from our two laboratories demonstrates the reach of the HBeXB across both chemistry and biochemistry, and that intentional engineering of this enhanced interaction will extend the applications of XBs beyond these two initial examples.