Social isolation and social impairment are hallmarks of progression as well as predictors of relapse in psychiatric disorders. We conducted a pilot study to assess the feasibility of sensing the social activity phenotype and loneliness using active and passive markers collected using a smartphone application. The study included 9 schizophrenia and bipolar disorder patients followed in the Bipolar Longitudinal study for at least 1 month and for whom mobile communication data was collected using the Beiwe smartphone application. Subjects completed daily surveys on digital and in-person social activity, and feelings of being outgoing or lonely. We described the level and variability of social activity features. We employed k-means clustering to identify “important contacts”. Further, we investigated whether social network-derived features of mobile communication are independent predictors of weekly counts of outgoing calls and text, weekly average self-reported digital social activity, and loneliness using mixed effect models and clustering with dynamic time warping distance. Subjects were followed between 5 and 208 weeks (number of days of observation = 2538). The k-means cluster analysis approach identified the number of “important contacts” among close friends and family members as reported in clinical interviews. The cluster analysis and longitudinal regression analysis indicate that the number of individuals a person communicates with on their phone is an independent predictor of perceived loneliness, with stronger evidence when “important contacts” only are included. This study provides preliminary evidence that the number of “important contacts” a person communicates with on their phone is a promising marker to capture subjects’ engagement in mobile communication activity and perceived loneliness.