Glushakow was the oldest of 11 children to Esther and Abraham Glushakow. He was born on the steamship Brandenburg while crossing the Atlantic from Bremen to Baltimore. His father was a clothing presser and candy maker who and the host of a Jewish-American radio program. His parents left Ukraine days before the outbreak of World War I. Glushakow was raised in East Baltimore at Eden and Baltimore streets and attended Baltimore City Public Schools. He graduated from the Baltimore City College high school in 1933 and went on to the Maryland Institute College of Art and the Art Students League in New York, where he studied from 1933 to 1936.
Glushakow spent more than sixty years painting the neighborhoods of his hometown. His works reflect an interest in the everyday, often including views of row houses, markets, streets. They provide a record of Baltimore's past, and feature a somewhat melancholic view of the urban setting with a rich history that has disappeared. Glushakow studied art at the Maryland Institute College of Art, the Jewish Educational Alliance, and at the Art Students League in New York. He remained faithful to a traditional realist style of painting throughout his career. His work can be found in the permanent collections of The Baltimore Museum of Art, The Phillips Collection, and the Metropolitan Museum of Art, among others.