when i select all songs and try to convert them to lossless, I get this error

First, let’s check on the files themselves. That’s important peace of mind.

Right click on some random songs and select something like “show in Windows Explorer” (looks like your in Windows”.

Once there, if you go up a level in folders you should see lots of other folders. If you let iTunes organize your library then they’ll be Artist names and Compilations. Randomly go into some of those folders just to confirm the files are there.

If the files AREN’T there then navigate to a top level folder in your computer and do a few searches in Windows Explorer: *.mp3, *.aac, and whatever other media types you know you have.

Also check your Recycle Bin just in case.

Post what you find here.

As to converting to lossless, as another poster already indicated, there’s no point in converting lossy to lossless. The new files take up more space and don’t improve the audio in the slightest. The only way to get value out of lossless is to rip them from discs, or to purchase/acquire them from sites that sell lossless music (e.g., HDTracks, Qobuz, BandCamp).

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