In a high school classroom, there are many factors that may influence academic achievement. One such factor may be due to the grit of individual learners. While much of the literature related to grit is focused on deficit ideological elements, structural elements, which are often overlooked, may also be present and could impact a student's ability to be 'gritty' and successful in school. Therefore, the purpose of this study is to understand, from a teacher's perspective, whether these structural elements, in addition to deficit elements, also impact student achievement. This autoethnographic study explores the culture of grit and student success in relation to three former students enrolled in Grades 11 and/or 12 Physics as they progress in their coursework. While deficit ideological elements exist within my autoethnographic narratives, structural ideological elements also implicate crucial moments when a student's grit and success either radically improved or declined. Consequently, for those who support learners, the argument put forth in this paper suggests that being mindful of structural circumstances is essential if educators are to use grit to reinforce achievement.