A wing generating lift leaves behind a region of disturbed air in the form of a wake. For a hovering insect, the wings must return through the wake produced by the previous half-stroke and this can have significant effects on the aerodynamic performance. This paper numerically investigates 2D wings interacting with their own wake at Reynolds numbers of 102 and 103, enabling an improved understanding of the underlying physics of the ‘wake capture’ aerodynamic mechanism of insect flight. We adopt a simple kinematic motion pattern comprised of a translational stroke motion followed by a complete stop to expose wake interaction effects. Representative stroke distance to chord ratios between 1.5 and 6.0 are considered, enabling different leading-edge vortex attachment states. We also allow pitching rotation towards the end of stroke, leading to wake intercepting angles of 135º, 90º, and 45º, analogous to delayed, symmetric, and advanced pitching rotations of insect wings. It is shown that both vortex suction and jet flow impingement mechanisms can lead to either positive or negative effects depending on the leading-edge vortex attachment state, and that stroke distances resulting in a detached/attached leading-edge vortex lead to beneficial/detrimental wake interaction lift. Pitching rotation at the end of the stroke motion is found to induce a strong rotational trailing-edge vortex. For advanced pitching, this rotational trailing-edge vortex serves to enable either a stronger flow impingement effect leading to positive wake interaction lift if the leading-edge vortex is detached, or a less favourable vortex suction effect leading to negative wake interaction lift if the leading-edge vortex is closely attached. The higher Reynolds number led to faster development of the wake vortices, but the primary wake interaction mechanisms remained the same for both Reynolds numbers.