Touched by an Angel (1994)

S1E6 The Heart of the Matter

Monica works as a legal assistant for a young attorney named Charles Hibbard. When he accidentally grants an inheritance to a quirky young woman named Robin, he finds himself in a tricky situation, needing to persuade her to return the money. Meanwhile, Charles, a hypochondriac who believes he has a serious heart condition, struggles with his emotions. With Monica's support, he learns to be more open-hearted, ultimately leading him to develop feelings for Robin.