Greetings, sir. I believe I could be of great assistance to you on your project. I am a professional singer, guitarist and an audio engineer with more than 10 years of experience.
I have vast knowledge of music in all genres, especially in rock, pop, metal and grunge, and most hit songs from '84 'til now are from some of those genres. I would gladly help you out with this project. There would be no fade outs, but cross fades (when two songs mix, one fades out, second fades in without empty sound) and it would go very smoothly.
You could suggest some songs, of course, because I am sure that you have some ideas, which would aid the project in it's faster completion.
If you are interested, feel free to contact me here for further discussion, I am open for business!
Best regards, Bojan