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Why is my Flash Drive is generating this message when I plug it in

My flash drive seems alright yet every time I plug it in I receive the attached message.
1.  What is Windows detecting as an error on my flash drive that is generating this message?
2.  What does "scan and fix" do?
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It is not malware. It is a legitimate Windows error message. Don't be alarmed. Format the drive and it will most likely go away.

It is normal to see the error on a drive that gets unplugged so often.
i never saw - up to now - windows suggest a scan and fix.
but that does not mean it is not a windows message (i don't pretend to know much about MS)
All that the scan and fix is going to do is:

check the file and partition structure on the device and repair it if it finds any problems. It will not cause any issues with your files and only repairs issues it finds that aren't visible at the file level.

I would backup the device, run the scan and fix, and try unplugging the device a few times to make sure you don't get the error message again. If you do get the error message I would format the device and then move your data back to it.
anyway - my suggestion is still valid
Question - have you ever clicked Scan and Fix? Cause if not then that's why it pops up everytime you plug it in...run the scan and fix and it will probably clear the message next time you put it in...

However if you did scan and fix and still it appears next time then that's not a good sign...could be failing
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I have never clicked scan and fix in my life.
I will sometimes pull the flash drive out of the USB socket if I power down the machine or after I'm sure the files I wanted to migrate have been transferred.
If you scan and fix it once you probably won't see the message again for awhile. It is just caused when Windows sees file system errors on the device.

If you check the event logs it will probably give you more information as to why you are seeing the errors. This isn't even a big deal, just scan and fix the drive and move on with life :)