With over 4 million adults under community supervision and an average of 30% that do not fare well, an unanswered question is which strategies reduce the likelihood of technical, absconding, and new arrest violations during the early phase of supervision. Utilizing data on 32,335 moderate to high-supervised individuals on supervision in North Carolina, the study found that success during the first 6 months is due to probation officers’ use of incentives to promote positive behavior and swift community-based consequences to address negative behavior, prioritizing treatment services or cognitive programs, increasing monitoring requirements, and using skill-building worksheets to increase engagement and build rapport. Officer actions are more important than individual characteristics, and can promote success for those that are under the age of 31, have more complex needs, and are identified as at-risk for violating supervision. Future studies should explore these concepts more directly regarding their relationship with recidivism.