Obesity, a chronic disorder known to have a high rate of relapse, is strongly associated with cardiovascular disease. The majority of individuals who intentionally lose weight regain 50% of the weight within a year and thus lose the health benefits achieved with the weight loss. Although self-monitoring is considered the cornerstone of behavioral treatment for weight loss, it is not known if technology-supported self-monitoring improves long-term weight management. The study aimed to determine (1) if dietary self-monitoring using a personal digital assistant with dietary software (PDA) or the same PDA plus with a daily feedback message tailored to what had been entered in the PDA (PDA+FB) was superior to using a standard paper record (PR) for maintaining weight loss at 12 mos, after achieving a clinically meaningful weight loss ( ≥5%) at 6 mos; and (2) if the PDA+FB was better than the PDA in weight loss maintenance. Data were obtained from the SMART Trial, a randomized clinical trial in which 210 healthy overweight/obese adults were randomized to 1 of 3 self-monitoring methods: PR, PDA, or PDA+FB. The sample was 84.8% female, 78.6% White, and obese (median BMI=33.0 kg/m 2 ). All groups received the same behavioral intervention that included daily dietary goals, weekly physical activity goals and group sessions. Retention at 12 mos was 86%. At 6 mos, 110 (52.4%) participants achieved ≥5% weight loss, of this group 48 (43.6%) maintained that weight loss at 12 mos. There were no statistically significant differences in the proportion of participants maintaining ≥5% weight loss at 12 mos. However, a pairwise comparison showed that the PDA+FB group had a higher proportion of participants maintaining ≥5% than the PDA group (PDA+FB 54.6%, PDA 42.4%, p=.03) Contrary to our hypothesis, the groups using technology supported diaries did not show greater weight loss maintenance compared to those using a PR. However, these findings support our hypothesis that the PDA+FB group would have greater weight loss than the PDA group and suggest that a daily feedback message in response to the information entered in the food diary might promote weight loss maintenance and thus reduce cardiovascular risks.