summary:We study tails of prime counting functions. Our approach leads to representations with a main term and an error term for the asymptotic size of each tail. It is further shown that the main term is of a specific shape and can be written discretely as a sum involving probabilities of certain events belonging to a perturbed binomial distribution. The limitations of the error term in our representation give us equivalent conditions for various forms of the Riemann hypothesis, for classical type zero-free regions in the case of the Riemann zeta function and the size of semigroups of integers in the sense of Beurling. Inspired by the works of Panaitopol, asymptotic companions pertaining to the magnitude of specific prime counting function...