Strychnos is a pantropical genus of Loganiaceae (Gentianales), with approximately 200 species, that lacks a detailed worldwide phylogenetic understanding until now. We investigated the global phylogeny of the majority of Strychnos species, and evaluated morphologicaland key character patterns to discuss congruence between phylogenetic clades and sectional classification systems. We included 147 ITS sequences across 12 genera, with 127 samples (103 species) of Strychnos and 20 outgroup accessions (19 species) in a Bayesian analysis. Tribes Antonieae, Loganieae, and Spigelieae were supported as monophyletic, but Strychneae was resolved as polyphyletic due to the positioning of Gardneria placed outside of the Strychnos + Neuburgia clade. Strychnos was supported as strongly monophyletic with 12 strongly supported clades, but the relationships among many of these clades were not well resolved. Most of the 12 sections in the current infrageneric classification system of Strychnos were resolved as non-monophyletic, indicating the need for a revision of the sectional divisions. Characters common in species placed within the relatively more nested clades include a non-climbing habit, invasion of non-rainforest habitats, absence of tendrils,absence of secondary phloem, and elongated corolla tubes, suggesting that these characters are relatively derived conditions in the genus. Inflorescence position, fruit size, and fruit wall thickness are extremely variable and were distributed among various clades in our phylogeny. Stamen, pistil, seed and seed coat, and phytochemical characters have figured prominently in the taxonomy of the genus, but are as yet incompletely described, thus preventing significant inference about their evolution. Most of the 12 well-supported clades within Strychnos are restricted to specific continents, sometimes with limited dispersion between neighboring continents, suggesting a history of repeated cross-oceanic dispersal or vicariance patterns. The Neotropical clades nested within the African clades have the shortest branches and themost unresolved topologies, probably indicating relatively recent radiation in the Neotropics.