The purpose of this research is to develop and test the feasibility of Habit, a weight loss mobile application that is designed to coach patients through their weight loss challenges. In a pilot randomized trial in 50 obese participants, we will test the feasibility of the Smart Coach mobile application when paired with a shortened online-delivered (8-week) behavioral weight loss intervention relative to a shortened behavioral weight intervention. Feasibility outcomes include frequency and duration of usage of the mobile app and each feature, recruitment, and retention. Post-intervention focus groups will discuss the feasibility and acceptability of the intervention. The investigators will also do exploratory analyses comparing conditions on problem solving skills and weight loss at 8 weeks, which will inform a subsequent randomized controlled efficacy trial.