I recommend using the play store because there are benefits to using strictly stock Android. For example, if you're in to pop music and such, free albums monthly. Discounted apps that Amazon or Samsung would never offer. And no malware for the most part. To transfer your iTunes music, use a pc and save your files to your computer, then use the age old drag and click method to transfer the files. I recommend Google Play music because you can sync your pc to your Android account and your music is uploaded to the cloud instantly. I do it all the time. Also with the Google play music website, you can download ALL of your music as zip files for whatever you want. Even purchased music from iTunes or Google play. I know you can sync outlook accounts easily in the settings menu, and tap account. Boom, your stuff should be there. But for your contacts I am not certain. My wife came from a Windows phone to Android and issues with the contacts. I would go to your carrier store and ask them to transfer the contacts for you. Should be free.