Since Anthony was about 12 years-old, he started working with his father and grandfather on his family’s New Jersey blueberry farms. Anthony spent many days and weekends of his childhood on the Farmall A tractor, cultivating rows of newly planted blueberry plants. After blueberry season was over, he was in charge of clean-ups in the fields that involved first mowing, then discing the blueberry field rows. In the winter, in the blueberry off-season, the DiMeo family grew butternut squash and Anthony would work on the butternut packing line to sort and make boxes.

During his grade school years, he worked after school and all summer long in the DiMeo blueberry farm fields. He worked with the field crew leader to sign-up and manage hundreds of migrant farm workers (blueberry pickers) who hand-picked the annual blueberry season crop. He was responsible for hauling the New Jersey fresh blueberries in from the blueberry fields and into the blueberry packing house. When the pickers went home at the end of each blueberry season, he and his father would work day and night to harvest the last picking of blueberries with the blueberry picking machine.