How to seamlessly sync your Android with iTunes?

I want to synchronize my music library on my iMac with my Android mobile phone:

• I want something simple.
• I’d rather use WiFi rather than USB. I don’t really need a cloud service, though.
• I want my songs to be re-encoded. Indeed, my iTunes library is Apple Lossless (when ripped from CD) or high-quality MP3 (when bought on Amazon MP3). I can’t play m4a alac on Android. And I don’t want to waste my phone memory on high lossless songs, since they wil be listen with earphones anyway.

Many products. None of them good.

I’ve spent a couple of hours trying different solutions:

• Lifehacker recommends DoubleTwist. It requires you to plug the mobile with the USB cable (except if you buy DoubleTwist AirSync).
• Easy Phone Tunes is free for one playlist (well, I called that playlist « Android sync ») and works well
• iSyncr at €2.5 (and you have to buy an addon for Wifi). However, it looks well done, as it synchronizes play counts, too.
• Deezer works very well. But the synchronized songs are in Deezer cache, and are inaccessible outside of Deezer.
• Winamp, even if still in beta can synchronize, too. Free (the pro version really brings pro features)
• Android Sync manager

only works with Windows computers

And none of them offer re-encoding.

Solution

So, my final workflow is

1. Use Max to reencode my iTunes library to ~/Music/MP3
2. Open Winamp for Mac and import this folder
3. Open Winamp for Android and start sync

Max can be configured to ont regenerate files if they already exist, but I wish Winamp took care of this step.