This proceedings volume presents a collection of fifteen peer-reviewed and expanded articles based on expert talks delivered at two workshops held in September 2023: the RIMS Symposium on Analysis, Geometry and Stochastics on Metric Spaces at the Research Institute of Mathematical Sciences (Kyoto), organized by S. Shimizu and W. Tuschmann, and Metrics and Measures 2023 at the Mathematical Institute of Tohoku University (Sendai), organized by T. Shioya. These events were part of the 2023 activities of the HeKKSaGOn Mathematics Group, a collaborative network founded in 2010 that brings together six leading universities: Heidelberg, Karlsruhe (KIT), Kyoto, Sendai (Tohoku), Göttingen, and Osaka. The volume reflects recent developments in analysis, geometry, non-Euclidean statistics, and stochastics, as well as their applications. The articles offer a rich and diverse cross section of the themes explored during the workshops. Topics include long-time limits of diffusion means, Helmholtz–Weyl decompositions in exterior domains, Green functions in nonnegative Ricci curvature, locally homogeneous RCD spaces, Wald spaces for phylogenetic...