I loaded all of my cds into iTunes in 2003. I then went to the nearest CD Warehouse and sold those cds. I used that money to buy my first 4GB iPod Nano. It’s a pretty fitting picture of what was to happen over the next 9 years. CD Warehouse has closed all over the country and Apple has become one of the most profitable companies ever.
Now, with iTunes Match, any CD you have loaded into your iTunes account immediately becomes available on any of your devices. What’s better is that “all the music iTunes matches plays back from iCloud at 256-Kbps AAC DRM-free quality — even if your original copy was of lower quality.”
So what’s the easiest way to add your cassette tape collection to your iTunes account? If you use software to transfer from cassette to MP3, the quality will be bad and you will use a lot of your time. However, if you have the cd and load it into iTunes, all of the band and song information will be loaded into iTunes (again saving you time) and then iTunes Match will provide the best quality of that song.
The great thing about used cds is that they are cheap. Go to Amazon.com or eBay and you can find most used CDs for under $1. Order those, add them to your iTunes library, and iTunes match will provide those songs in their best quality. It’s a great way to get some of your favorite music into your iTunes account. Perhaps you have cassette tapes of your old music and want to have that in iTunes. This is going to be your best and cheapest way to do it, and you’ve already paid for the cassette version long ago.
You won’t actually use your old cassettes with this method, but this is a way to save you time and provide a great quality version of your old cassettes or records through iTunes Match.