I checked out the Sony recently and came away impressed with features. All my tunes are currently burned to WAV and reside on a Mac Mini and drive, so transferring to the Sony would be pretty easy, if a bit time consuming at first.
I like the idea it can upgrade Redbook files. The app seemed cool, but it was a bit goofy using an IPad mini, which I blamed on the dealer's WiFi network.
I also use a Squeezebox, but with mods from Bolder Cable, who I think is no longer doing these upgrades. The mods were replacing the digital SPDIF outputs, and building a ridiculous power supply with Jensen caps and Blackgate parts. It was a $1200 upgrade and so far, it's been hard to beat (driving a Musical Fidelity Tri-Vista 21 tube DAC, also built like a brick outhouse). But not cost effective, and I couldn't recommend spending that kind of money today to upgrade an older unit.
I may have to borrow a Sony to see if I like it. Using a headphone system now, Woo Audio 6SE driving Audeze LCD-3 headphones.