Recently, a variety of mechanisms have been discovered that extend the range of optical techniques for identifying and characterizing molecular chirality, beyond those associated with optical polarization. It is now evident that beams of light with a twisted wavefront, known as optical vortices, can also interact with chiral matter with a specificity determined by relative handedness. Exploring this chiral sensitivity of vortex light in its interactions with matter requires careful consideration of the symmetry properties that engage in such processes. Most of the familiar measures of chirality are directly applicable to either matter, or to light itself—but only to one or the other. To elicit the principles that determine the viability of distinctly optical vortex‐based forms of chiral discrimination invites a more universal approach to symmetry analysis, as is afforded by the common, fundamental physics of symmetry. Taking this approach supports a comprehensive and straightforward analysis to identify the mechanistic origins of vortex chiroptical interactions. Careful inspection of selection rules for absorption also elicits the principles governing any identifiable engagement with vortex structures, providing a reliable basis to ascertain the viability of other forms of enantioselective vortex interaction.