Children dependent on long-term mechanical ventilation after discharge from an acute care center are at high risk for readmissions, morbidity, and mortality directly related to the care they receive in the home environment. Parents are inadequately prepared to provide the level of care needed in the home setting before their child's discharge home. The primary goal of the Parental Airway Assessment with Simulation program was to assess parent learning and confidence in managing these children in the home setting after discharge. The Simulation Model for Improved Learner and Health Outcomes framed this assessment program's development, implementation, and evaluation which focused on artificial airway management. The evaluation of parent discharge education was quantified at multiple intervals with parent(s) acting as their own controls. This program implemented a multistep simulation-based assessment intervention over a 6-8 weeks which included a home visit after discharge. After program completion, parents showed a 22% increase in self-reported confidence in caring for their technology-dependent child after discharge using an administered pre-post family assessment survey. At the end of the program, parents showed significant improvement in clinical skills with a demonstrated increase across all four tracheostomy skill assessments.