Interesting Topic. I have been interested in doing this as well since I have close to 300 Cassettes from over the years. I haven't researched into it in depth yet, but a friend of mine once said all he did was plug a cassette player into his input jack on his computer and as the tape played, the software saved it automatically as a playlist. He took it from there. I guess he had XP. Is it still possible with 2k Pro?