This isn't the kind of experience I want you to have with us, @forcedLOGINsux, @LLuck2.

Let me make it up to you by ensuring you'll be able to attach your files when posting in the Community space. 

First and foremost, I admire you for sharing a workaround in printing 1099-NEC in QuickBooks Desktop (QBDT), @forcedLOGINsux. Allow me to chime in and provide some insights on how to get around this issue.

When attaching a file in your post, please make sure you've selected the Choose File box to attach your file. This way, the file will be visible when posting your comments on the Community page. I've attached a screenshot below for your visual reference. 

If this is not the case, I'd recommend accessing your Community account in a private or incognito window and attaching the file from there. This way, we can verify if this is a browser caching issue.

The browser uses cache to help load web pages faster the next time you visit a site. However, too much of it causes issues that can affect the performance of your account. Using a private window helps us in identifying the root cause of this as this doesn't save any data files. 

You can utilize these keyboard shortcuts in opening a private window. Press keys: 

• Ctrl + Shift + N for Google Chrome browser
• Ctrl + Shift + P for Mozilla Firefox & Microsoft Edge browsers.
• Command + Shift + N for Safari browser.

If you’re able to attach your file via an incognito window, I’d suggest clearing your regular browser's cache to refresh the system. If the issue remains, I recommend using other supported browsers. This way, we can check if this is a browser-specific issue. 

Additionally, please ensure to restart your QBDT after updating it for the updates to take effect. Rebooting your computer also helps isolating the issue. 

Furthermore, I'm attaching this link that you can read for future reference. This contains details on how to efficiently file your 1099s and check the status of it: Create and file 1099s with QuickBooks Desktop.

If you need more help printing your 1099s in QBDT or attaching your files in the Community space, you can always count on me to back you up. Simply tag me in your response and I'll be here to assist you. Have a good one.