Indigenous Alaska Native first-generation college students bring a wealth of knowledge and skills yet struggle in Western institutions. The problem is that many Alaskan postsecondary faculty continue to design courses based on Western academic instructional practices instead of culturally responsive strategies when teaching Indigenous Alaska Native first-generation students. The purpose of this qualitative portraiture study was to explore the stories of Indigenous Alaska Native first-generation college students about lived experiences with Indigenous and online instructional practices in remote villages to enhance faculty interest in utilizing culturally responsive strategies on Alaskan academic campuses. A need for Western educators to understand Indigenous ways of knowing as knowledge systems was identified as a gap in the literature. The standard model of Indigenous learning developed by Weiterman Barton is supported by Vygotsky's socio-cultural learning theory and Brayboy's tribal critical race theory. Research Question 1: addressed traditional cultural instructional strategies of remote Indigenous Alaska Native first-generation students. Research Question 2: focused on challenging obstacles when adapting to Western academic online instructional settings. Fifteen participants were selected by a convenience sample fulfilling the selection criteria of the age requirement, Indigenous Alaska Native status identification, first-generation markers, and acknowledgment of growing up in a remote village. In-depth unstructured interviews, field journal notes of the primary investigator, artifacts, and documents from the participants were analyzed using the Listening Guide and MAXQDA. Findings target distinct worldview conflicts stemming from philosophical differences creating barriers. [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://www.proquest.com.bibliotheek.ehb.be/en-US/products/dissertations/individuals.shtml.]