Dr. Winter was raised in a large family in rural western Maryland. After medical school at Johns Hopkins, he stayed in Baltimore for residency at Franklin Square FMR, while his wife, Katie, finished training as a Family Practice Nurse Practitioner at Hopkins. While at Franklin Square, Dr. Winter was the Chief Resident. After residency, Katie came with him to work.

Dr. Winter has had a long interest in primary care-based clinical research, which started while he was at Hopkins, and has continued through residency and in the nearby residency. He is a managing partner of FRFP and enjoys full-spectrum family practice, whether office, hospital/ICU, or pediatrics. He enjoys golf and outdoor adventures, and, sometimes, wine.