As you’ve now learned, it is correct to say, “deepest sympathy.” Although the term “sympathy” itself does not always apply to circumstances surrounding death, it is implied when combined with the superlative adjective, “deepest.” It’s meant to be a heartfelt sentiment to show your sorrow and understanding of someone else’s loss.

The phrase ‘deepest sympathy’ means “sincere, heartfelt condolences.” You will also sometimes see or hear people express their ‘deepest sympathies,’ with ‘sympathy’ appearing in its plural form. ‘Deepest sympathy’ is one of the common phrases used to express one’s condolences, specifically when someone has died.