This article shows how Yup'ik cosmology, epistemology, and everyday practice have implications for the teaching of school mathematics. Math in a Cultural Context (MCC) has a long-term collaborative relationship with Yup'ik elders and experienced Yup'ik teachers. Because of this long-term ethnographically-oriented relationship, the authors--both insiders and an outsider--have been able to understand the mathematical implications of everyday Yup'ik practice. As the article demonstrates, body proportional measuring and symmetry/splitting are two generative solution strategies used by Yup'ik elders in solving everyday problems. We argue that proportional measuring coupled with symmetry/splitting can provide school mathematics with an alternative pathway to the teaching of some aspects of geometry and rational number reasoning.