Living Out Loud (1998) on Netflix

Judith Nelson quit her medical studies to marry. Years later, her husband, a physician, divorces her to be with another doctor. Deeply frustrated, she now lives alone in her luxury apartment in New York, looking for a new meaning for her life. Pat Francato, the janitor and lift-boy, has a troubled life himself: Gambling debts and the tragic death of his daughter took away all his spirit. One day, he and Judith meet in the right mood and a fragile friendship starts to grow. They can help each other to get on their feet again. But one false move could destroy everything they built so carefully.