Recent efforts in cosmic ray (CR) confinement and transport theory are discussed. Three problems are addressed as being crucial for understanding the present day observations and their possible telltale signs of the CR origin. The first problem concerns CR behavior right after their release from a source, such as a supernova remnant (SNR). At this phase the CRs are confined near the source by self-emitted Alfven waves. The second is the problem of diffusive propagation of CRs through the turbulent ISM. This is a seemingly straightforward and long-resolved problem, but it remains controversial and reveals paradoxes. A resolution based on the Chapman-Enskog asymptotic CR transport analysis, that also includes magnetic focusing, is suggested. The third problem is about a puzzling sharp ($sim10^{circ}$) anisotropies in the CR arrival directions that might bear on important clues of their transport between the source and observer. The overarching goal is to improve our understanding of all aspects of the CRs source escape and ensuing propagation through the galaxy to the level at which their sources can be identified observationally.