Drill-interseeding cover crops into corn (Zea mays L.) is an emerging establishment method in northern U.S. production regions. However, cover crop performance in interseeded systems remains variable, and creating environments that are conducive to cover crop but not weed growth is challenging. Cultural practices that partition resources between corn and interseeded cover crops have potential to improve performance if weeds are adequately managed. This study evaluated interactions among corn hybrids differing in leaf architecture (upright, pendulum), corn row spacing (76 cm, 152 cm), and interseeding timing (V3, V6) on light transmittance, relative fitness of cover crop species (cereal rye [Secale cereale L.], annual ryegrass (Lolium multiflorum Lam), red clover [Trifolium pratense L.]) and weeds, and corn grain yield at three U.S. Northeast locations. Results showed that light transmittance through the corn canopy was greater in 152-cm row spacing compared with 76-cm row spacing at the V6 growth stage, with the magnitude of difference increasing at the V10 corn growth stage. Corn hybrids had a marginal effect on light transmittance. The effect of row spacing and interseeding timing on fall cover crop biomass varied across cover crop species and locations. In 76-cm rows, interseeding earlier (V3) increased cover crop biomass production. The relative fitness of cover crops was greater than that of weeds in each combination of cultural practices that included narrow spacing (76 cm), whereas the relative fitness of weeds was greater than that of cover crops when interseeding in wide rows (152 cm). The effect of row spacing on corn yield varied among locations, with higher yields observed in 76-cm row spacing compared with 152-cm at two of three locations. Our results show that interseeding early (V3) on 76-cm row spacing can balance cover crop and corn production management goals, while placing cover crops at a relative fitness advantage over weeds.