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sad basset hound

This image perfectly combines ears and sadness.

Dear Captain Awkward,

I want to be a good friend and a good listener, I really do. I have a lovely, kind friend who I have known for a long time. She has some mental health issues. She is going through a very rough time and I totally want to be there for her. The career has been a nonstarter for many years; she has not worked consistently since she graduated college. Her family is not that helpful. Now her relationship is falling apart, too, and she is financially dependent on her partner. 

I have listened for hours on end. So have several other mutual friends. Listening is becoming very hard: 

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