Teachers can be a source of support and connection for children and adolescents, especially during difficult times such as experiencing the death of a loved one. The current study set to gather insight into the experiences of teachers (N=166) who have supported their students through such a difficult life experience and through a worldwide pandemic. Factors such as burnout, teaching satisfaction, and teacher warmth were measured to see if they impact teachers' feelings of efficacy in supporting their students. Participants were also asked about their prior training on supporting grieving students and whether their current school districts have resources or protocols for supporting grieving students. Slightly more than half of the participants reported a lack of both specialized grief-support training as well as district resources for supporting grieving students. However, after further examination, the district resources that most teachers reported having were referral services to the school's mental health professional. A series of independent t-test were run to assess if there was a significant difference between grief-training experiences and burnout, teaching satisfaction, feelings of efficacy, and teacher warmth. Additionally, thematic analyses were conducted to measure students' disclosure of death to teachers which resulted in three themes: student disclosed the loss as a 'matter of fact', student disclosed the loss and expressed emotion, and teacher shared general recollection. A second thematic analysis was conducted to measure teachers' perceptions of the hardest part of responding to students. The following four themes emerged: knowing what to say, creating emotional distance, shared experiences, and practical approaches to supporting students. Finally, teachers' experiences with student loss in the context of the COVID-19 pandemic were explored; most teachers perceived the pandemic as having deleterious impacts on student mental health and educational experiences. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]