In order to avoid that many senior citizens with Mild Cognitive Impairment (MCI) could become chronic patients with a low level of functioning in many cognitive, behavioral and emotional domains, some technological solutions have been improved to better enhance less compromised healthy lifestyle, providing real-time clinically-based suggestions and reducing some dysfunctional behaviors. Moreover another critical problem is the overweight and obesity that can affect many people in Western but also Eastern regions. In order to cope with MCI and obesity, mhealth monitoring solutions (smart-watches based and wearable based) have been developed. The major aim of this paper is to show the rationale behind the SENIOR Project, a Cariplo funded project that will develop and deliver wearable monitoring solutions with tailored nudging feedbacks for patients with obesity an MCI. Scientific background, rationale, aims, outcomes measured and innovations are discussed.