Download and organize songs on flash drive

With apple support community's help, I've converted my iTunes songs to an MP3 format and then copied them onto a flash drive. I created playlists with various genre and placed them all in an iTunes playlist folder. But to copy all the songs onto a flash drive I opened the songs folder, hi-lited them all, copied them into a desktop folder and then onto a flash drive.
Unfortunately, copying all the songs at once did not carry over the genre titles and my vehicle only displays the entire list of songs without any genre segregation.
Is there a way I can copy each genre playlist and maintain the genre title onto the flash drive ?

A little more background. I've had iTunes Match for well over a year and I didn't have this issue until just recently. Things that have changed recently:
I got a new iPhone (not my choice...company move). I purchased a lot of my old music on the old iPhone. The new iPhone has 8GB storage. The old iPhone had 16GB of storage. I had 13GB on the old phone. A lot of stuff, therefore, didn't transfer to the new phone after backup. However, keep in mind, it's not just the music that I purchased on the old iPhone that is "greyed out" and unavailable, it's music that I have stored on my personal lap top at home, too. Also please keep in mind that some of the music that I purchased on my old iPhone *is* playable/available on my desktop.
I recently renewed iTunes Match.
I don't knowingly have any music stored on the HDD of the computer in question, it is my work computer (i.e. I have never purposely downloaded a song or purchased a song on my work computer). The big question here is *why* can I download music from the cloud and play it on my new iPhone but can't download the very same song and play it on my work computer via iTunes? There are cloud symbols beside the songs on both devices...when I click on the cloud symbol on my iPhone, it downloads it or streams it if I click play...can't do either on iTunes on my desktop for the same exact song.

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Yes, forgetting the pictures, you desktop background is showing these color issues?
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You just bought it and its a Retina macbook Pro correct? Never dropped or any water spills?
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That was my first thought as well, I do know that Photoshop sometimes gets a surge of shite to the brain and refuses to download the movie formats.
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Clive
Clive Varejes
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OK, I created a folder on the desktop, copied a playlist to it and then copied songs to the flash drive. I got an error message saying names of items are too long for the destination. Sure enough a few of the song titles are rather long and will not be copied. Finder says the drive is in OS10 format, so why will it not copy the longer titles?
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I'm a recent convert to MAC and I am finding it a real struggle to do very simple things. I have information I want to move from the MAC to my PC and thought I would do it with a Flash Drive - easier said than done. I found a You Tube video that talked me through erasing the Flash Drive using Disk Utility so done that.
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Hi!
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OK. I did.
But here is the problem, it still doesn't save certain file on the flash drive. Most of the files are either jpg.,cwk.,pdf., or mov.
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Thanks for the reply.
Yeah, the companies you buy those custom USB Flash drives from will put any file you want on them and I'm familiar with the auto run .ini option in Windows. The problem with that is playing a QuickTime movie file on a PC or Mac doesn't look as good at full screen as a video DVD, in my opinion, and the end user would have to manually tell it to go full screen. Finally, not all computers have the auto run feature enabled because of the virus issue you cited, and the end user would have to right-click on the drive and select "Explore" in Windows, or find the file in the Finder, and then manually run it.
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Thanks!

Download and organize songs on flash drive

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