P: Saving copy not saving over jpg file

I'd love to know how you even got it to do the first 4 lol. What file format were they?

Now, this morning i opened up 6 files i needed to resize.
And i just did the normal way (out of automatism) and PS over saved the first 4 files, and then it got back to the annoying error. 
...
From very happy to sad again...
C'on Adobe.

The only file format I've found so far that it doesn't do it to is pdf (I don't use all of the formats obviously).

james_gray - presumably, since this problem is definitely programmed in, because you no longer have the option to uncheck Save as Copy (as it's greyed out) I have to say that it does indeed seem to be as simple as just giving us back that option. If it was a bug, it would be a different story. It is NOT a bug.

Agreed, at this point not sure if we could do something more than just complain here. My workflow has been extremely slow since this issue started. We are not talking about some specific functionality, this is a major and every day use function for most of us. 

We should try to take this complain to any other level since clearly we are not been listened.

Just my opinion.

@mattrock1 Nailed it.

What Adobe (and some users) fails to recognize is how damaging defects like these can be. You've cited a great example: professional liability. Because of (what should be) an easy-to-fix, years-old defect... you look like a bumbling ass for sending the wrong file. To make matters worse, you might later delete the correct one.

There's no excuse for it.

I use Premiere also and it takes PSD straight as it is without exporting to JPEG or PNG. It saves a lot of time this way.

The "As a Copy" gray out has been there since earlier versions of Photoshop. I am currently using older Photoshop v.20.0.10 and the export dialog looks exactly the same. The difference is it doesn't save out as a "copy.jpg" as the checked box indicated because I am on MacOS Mojave. I think Mojave (and earlier MacOS) missed that and Catalina fixed the issue so it follows Photoshop's "As a Copy" checkbox but unfortunately it disrupts the workflow.

Clif, I'm only paying the $10.59 per month for the photography plan, so it's not like your yearly amount, but I expect some kind of response to this by Adobe as I think $127 a year is enough to reply to customers.

With all due respect, James, receiving a complaint is part of the job. I receive feedback in my job, I thought everyone did. And I move as quickly as possible or reply to all those comments as fast as possible because it's my job. Not everyone is being insulting, most people are here to say they have the same problem. As paying customers, I understand everyone's frustration which is only growing worse with Adobe's silence. Maybe some kind of acknowledgement that the issue is proving difficult to resolve, or they're not addressing it till x date. Some response is probably better than no response at this point.

Clif, Your response expresses your frustration in a way I find reasonable.  A few years ago I had a friend who wrote some software to work on the Mac.  I helped him debug it.  He said working with Apple to make his software work with all of the Mac services you must use was a worse experience than getting divorced.  This problem looks simple, but is it?

Not just JPEG and TIFF. It behaves the same way on PNG and EPS. Photoshop adds "copy" to all of these formats.