How's that working out?

[Maybo]

John: I am looking for a job.
Judy: How's that working out?
John: Not good.

Does "How's that working out" mean "How's it going"?

 

[emsr2d2]

Yes.

 

[TheParser]

NOT A TEACHER

Maybo, when you have some extra time, you may wish to google the phrase "How's that working out?" You will discover that it is often a sarcastic remark. I have made up this example.

Mona: I hear that you went ahead and got a night job in addition to your day job, even though I told you not to do that. So, my friend, how's that working out for you?

Raul: Oh, it's horrible. When I finish my day job, I have only an hour to eat dinner and drive to my night job. When I get home from my night job, I have only a few hours' sleep before I have to leave for my day job. I'm going crazy.

Mona: Always listen to Mona, my friend.

Raul: I've learned my lesson. Mona is always right.

Mona: You betcha!

 

[Maybo]

NOT A TEACHER

Maybo, when you have some extra time, you may wish to google the phrase "How's that working out?" You will discover that it is often a sarcastic remark. I have made up this example.

Mona: I hear that you went ahead and got a night job in addition to your day job, even though I told you not to do that. So, my friend, how's that working out for you?


Mona: You betcha!

I see. It is used when I know the outcome is probably bad!

 

[Charlie Bernstein]

The snarky sense of the expression was popularized by a US politician, Sarah Palin. She's famous for her sharp tongue.