Asklepios is the second largest private hospital chain in Germany serving 3.2 million patients annually in over 150 health institutions. Over the last years several digital solutions have been successfully introduced at Asklepios including EHR, digital outpatient management, and telemedicine applications. This journey was companied by numerous communication measures and change procedures which will be critically reviewed. In addition, the potential of digital care to reduce costs, increase access, and improve outcomes especially for a hospital corporation will be addressed.