I would. Without hesitation.
I really don't like total reliance on cloud solutions; partly because my commute is 98% out of coverage area (on the subway), partly because of data caps, partly because the cloud is useless to me when roaming, and partly because getting my music onto the cloud in the first place is a giant pain in the ass.
Everything else you mention here is a good point, but getting the music onto the cloud being a pain? Do you not have it all on one computer? Or is your home internet upload speed really slow?
I have Google Music Manager on the seven-year-old eMac that houses all my music, and it could not have been easier. Install it, check back a few hours later, and there's all my music. Granted, I have FIOS at home with good upload speeds, but it was basically like it asking "DO YOU WANT ALL YOUR MUSIC ON HERE?" and me saying yes and that's it.
I hated having to plug in every time I wanted to add new music. But I also have coverage during my commute and am grandfathered into unlimited data. So I understand where you're coming from on that stuff.
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