Monophyletic groups-groups that consist of all of the descendants of a most recent common ancestor-arise naturally as a consequence of descent processes that result in meaningful distinctions between organisms. Aspects of monophyly are therefore central to fields that examine and use genealogical descent. In particular, studies in conservation genetics, phylogeography, population genetics, species delimitation, and systematics can all make use of mathematical predictions under evolutionary models about features of monophyly. One important calculation, the probability that a set of gene lineages is monophyletic under a two-species neutral coalescent model, has been used in many studies. Here, we extend this calculation for a species tree model that contains arbitrarily many species. We study the effects of species tree topology and branch lengths on the monophyly probability. These analyses reveal new behavior, including the maintenance of nontrivial monophyly probabilities for gene lineage samples that span multiple species and even for lineages that do not derive from a monophyletic species group. We illustrate the mathematical results using an example application to data from maize and teosinte. Since early in the development of coalescent theory and phylogeography, coalescent formulas and related simulations have contributed to a probabilistic understanding of the shapes of multispecies gene trees (1-3), enabling novel predictions about gene tree shapes under evolutionary hypotheses (4, 5), new ways of testing hypotheses about gene tree discordances (6, 7), and new algorithms for problems of species tree inference (8, 9) and species delimitation (10, 11). A "multispecies coalescent" model, in which coalescent processes on separate species tree branches merge back in time as species reach a common ancestor (12), has become a key tool for theoretical predictions, simulation design, and evaluation of inference methods, and as a null model for data analysis.A fundamental concept in genealogical studies is that of monophyly. In a genealogy, a group that is monophyletic consists of all of the descendants of its most recent common ancestor (MRCA): every lineage in the group-and no lineage outside it-descends from this ancestor. Backward in time, a monophyletic group has all of its lineages coalesce with each other before any coalesces with a lineage from outside the group.The phylogenetic and phylogeographic importance of monophyly traces to the fact that monophyly enables a natural definition of a genealogical unit. Such a unit can describe a distinctive set of organisms that differs from other groups of organisms in ways that are evolutionarily meaningful. Species can be delimited by characters present in every member of a species and absent outside the species, and that therefore can reflect monophyly (13,14). In conservation biology, monophyly can be used as a prioritization criterion because groups with many monophyletic loci are likely to possess unique evolutionary features (15). Reciprocal monophyly, in whic...