"You can send up to -2 files. Remove 2 to continue."

Thanks for clarifying!

That does sound weird since it should reset normally every day and it is still persistent for you since Friday.

Have you tried refreshing the page, starting a new chat and signing out and back in? If it continues, please also try an incognito/private window or another browser/device.

If the error remains after those steps, it would be worth contacting Support and including the screenshot. In that case you can email them support@openai.com and open a support case.