Frickin sweet! Matisyahu is awesome....I scoffed at first when I heard about a jewish reggae singer, but then after I gave a listen I was blown away!
And at the Fillmore! You're lucky, I wish that place was just around the corner from here.
Medical bills can often be negotiated with, they tend to be happy so long as you're paying them something. They suck but they are also unsecured debt, if you have to put them off every now and then, it isn't the total end of the world.
You seem to work hard, I'm sure this'll just be a minor speed bump.