As the world population continues to grow we must look for smarter and more sustainable ways to feed everyone. Milk is the first food humans consume and is a good source of protein, fat, and carbohydrates. The following studies sought to determine the effect of feeding blackberry pomace as a byproduct supplement to transition dairy cows, along with feeding bypass flaxseed to lactating dairy cows, in addition to the effect milk on childhood obesity at a molecular level. The objectives of these studies were as follows: to assess the potential production benefits of a new byproduct feed for dairy cattle; to assess the effect of bypass flaxseed on milk production and fatty acid content in milk as a benefit for human consumption; to assess the effect of milk on adipose stem cells and obesity using pigs as a model for human children. The first study revealed that feeding by-product blackberry pomace as a supplement to transition dairy cows could be an effective way to improve reproductive function post-calving along with decreasing blackberry waste in landfills. The rumen protected flaxseed study results revealed omega-3 enriched milk along with an increase in milk production when this supplement was fed to lactating Jersey cows as a top-dressing long term. The final two studies revealed that milk does not increase the risk of developing obesity short term, and in comparison to sugary beverages, may actually decrease the consumer’s risk of developing inflammation and hypertrophic adipocyte growth associated with insulin resistance. These studies offer a potential by-product feed that could save money for dairy producers while decreasing berry waste, along with a potential supplement for dairy cows to produce an enriched product that could benefit both consumers and producers, and finally evidence that there is no link to milk consumption and obesity when compared to sugar sweetened beverage consumption, but that there is an effect of milk on the adipose stem cells of consumers that could be beneficial long term.