I am sorry to hear that.

听到这个消息我很难过。

I am sorry to hear that you are having trouble getting used to life in middle school.

听说你在适应中学生活方面有困难，我很难过。

Gordon: I am sorry to hear that.

戈登：那可太惨了。

Michael: I am sorry to hear that.

迈克尔：很难过听到这个消息。

Oh, that's too bad! I am sorry to hear that!

噢。太糟糕了！听到这个消息我感到很遗憾！

I am sorry to hear that. How is he feeling now?

听到这件事我很难过。他现在感觉怎么样？

Gordon: I am sorry to hear that.Let me know if you need a new job.

戈登：我很抱歉听到这个消息。如果你需要找到一份新工作的话，请告诉我。