This research investigated the long-term effects of transitioning from intensive tillage to no-till (NT) practices with cover crop (CC) incorporation on soil quality, agronomic performance, and economic returns in Virginia's Coastal Plain. Nine years after integrating NT practices and CCs, improvements in soil physical and chemical properties were observed, including a 22% to 65% increase in soil organic matter (SOM) in the top 5 cm, a 4% reduction in bulk density, and enhanced soil moisture retention in corn production. Timing of CC termination played a crucial role in optimizing biomass production and nutrient accumulation. Overall accumulation rates were 44.4 kg dry biomass ha-1 d-1, 1.22 kg N ha-1 d-1, 0.16 kg P ha-1 d-1, 1.36 kg K ha-1 d-1, and 0.08 kg S ha-1 d-1 of delayed termination between March 15 and April 30. Each additional day of cover crop growth contributed to a fertilizer value of $3.91 ha-1, highlighting the economic advantage of extending CC growth during this critical period. In 2023, CC effects on corn N fertilizer demand and yields were assessed by applying variable N rates of 0, 56, 112, and 168 kg N ha-1 at sidedressing. Greatest corn yields at each N rate were observed following hairy vetch and a vetch-dominant CC mix, which had low C:N ratios (≤12:1) and accumulated 134 to 186 kg N ha-1 in their aboveground biomass. Corn yields after these CCs were 8.5 to 9.3 Mg ha-1 at the zero N sidedressing rate, increasing to 10.8 to 11.3 Mg ha-1 at the 168 kg N ha-1 rate. However, increasing the N rate yielded minimal economic benefits for these treatments. Vetch treatments produced the highest net returns, with greater returns at lower N rates, as vetch generated an additional US$1,012 ha-1 at the zero N sidedressing rate compared to the no CC control. Conversely, cereal rye produced a negative net return across all N rates, with positive returns achievable only with state cost-share payments. The findings underscore the importance of adaptive N management strategies and policy adjustments to support environmentally and economically sustainable cover crop practices in corn production. / Doctor of Philosophy / This research examines long-term benefits of switching from intensive tillage to no-till (NT) farming with cover crops (CC) on soil health, crop performance, and economic returns in Virginia's Coastal Plain. After nine years of using NT and CCs, we saw significant improvements in soil quality: soil organic matter in the top 5 cm increased by 22% to 65%, bulk density decreased by 4%, and soil moisture retention improved in corn crops. The timing of cover crop termination was crucial for maximizing biomass and nutrient benefits. Delaying termination from March 15 to April 30 resulted in additional dry biomass and nutrients, translating into a fertilizer value of $3.91 per hectare for every day of extra growth. In 2023, we assessed how different nitrogen (N) rates affected corn yields and fertilizer needs. Best yields were achieved with hairy vetch and vetch-dominant cover crops, which had low carbon-to-nitrogen (C:N) ratios and accumulated significant N in their biomass. Although these cover crops improved yields, increasing N rates returned minimal economic gains. Vetch treatments provided the highest net returns, especially at lower N rates, generating an additional $1,012 per hectare compared to no cover crop. In contrast, cereal rye resulted in negative returns across all N rates, unless state cost-share payments were applied. These results highlight the need for flexible N management strategies and policy changes to support effective and profitable cover crop practices in corn farming.