Many designs of anchor cables are currently in use for rock support in civil and mining operations. Because of the exposed surface and weak shear performance of the cable bolt’s free section (CBFS) in end-anchored structures, breaking failure frequently occurs. Numerical simulations and laboratory experiments were performed in this study to develop measures to improve CBFS resistance to shear failure. Analysis of shear characteristics of the CBFS showed that higher axial tension weakens the cable bolt’s shear resistance, and that shear damage on the cable surface and uneven distribution of shear stress aggravate CBFS tensile–shear failure. A high-strength steel pipe is proposed to protect the shear cable bolt, and the preliminary design of a CBFS-strengthening device (CFSD) is presented. Numerical simulation revealed that the CFSD effectively improved CBFS shear resistance and provided protection from harmful shear damage. The optimal performance of a Q-type (slotted steel pipe) CFSD was confirmed. The mechanism of improvement of the cable’s shear resistance to surrounding rock by employing the CFSD was analyzed. Double-shear tests were carried out on a bare cable bolt and a cable bolt with a Q-CFSD. The results revealed that the CFSD increased the peak shear force on the joint plane, cable peak axial force, and ultimate shear displacement by 31%, 18%, and 11%, respectively. The proposed device is effective in improving the shear performance of end-anchored cable bolts and enhancing surrounding rock stability.