Transcatheter edge-to-edge repair (TEER) is the guideline-recommended treatment for both primary and secondary severe mitral regurgitation (MR) in high surgical risk patients. As compared to surgical interventions, TEER has been associated with a lower rate of in-hospital complications and improved short-term prognosis. Although rare, however, device-related complications can occur following TEER and have to be suspected in the presence of persistent of worsening MR after the procedure, often leading to hemodynamic compromise. We report the case of 74-year-old patient with severe functional MR associated with severe left ventricular dysfunction and multiple non-cardiac comorbidities, who received TEER with the MitraClip device (Abbott, Menlo Park, CA, USA). Grasping manoeuvres caused anterior leaflet damage with chordal rupture and attempts to retract and reposition the clip led to the diastasis of a posterior cleft and further increased the regurgitant jet. The aim of the present case is to review and discuss the echocardiographic features, clinical presentation and therapeutic management of iatrogenic leaflet damage, a possible complication that can occur during MitraClip implantation.