Objectives: Dental Monitoring® (“DM,” Dental Monitoring, Paris, France), is a cloud-based software that allows orthodontists to track patients’ treatment remotely. The purpose of this study was to investigate the accuracy of the software in making linear measurements. Methods: Patients took intraoral photographs using the DM application, immediately followed by impressions for plaster models. Intercanine and intermolar width and arch depth measurements were made by DM and compared to measurements made on the plaster models. Data was analyzed using two one-sided t-tests for equivalence with equivalence bounds of +/-0.5mm. Significance level was set at 0.05. Results: Thirty sets of measurements were compared. The intercanine and intermolar measurement differences were on average 0.17mm and -0.02mm, respectively, and were deemed equivalent. The arch depth measurements had an average difference of -0.54mm and were deemed not equivalent. Conclusion: The monitoring software seems to provide an accurate assessment of linear tooth movements.