Examples from Collins dictionaries. Neil sent him a letter of condolence.Here are some suggestions for expressing sympathy clearly and supportively to the bereaved. Email is fine, but avoid texting. Keep the letter as brief and as short as possible. Experts suggest drawing on your memories of the person who died for inspiration about how to express condolences. Dear friend, I'm so sorry to hear about your loss. Writing a condolence message is an emotional task. Here's tips and examples of how to sign a sympathy card for coworkers, friends, and more. Dear Grieving: I hope you'll permit me to do what too few others in your life have done and extend my sympathy for your losses.