For me, Raise Your Glass>>>Blow Me.
Raise Your Glass is extremely catchy and it has great message. It's just a good pop song. Nothing else. Blow Me is loud, overproduced, but it has some good lyrics.
I think that her first single will definitely be some pop/catchy/radio friendly type. Don't get your hopes up. But, it doesn't matter. It can be really good. And if the rest of the album is good, then it doesn't matter actually. Her team/label will demand that kind of song, so I hope it won't disappoint me like Blow Me did. 
What I specifically don't WANT is: How Come You're not Here's and True Love's. No more overproduced Kurstin nonsense. TTAL song, while it has great lyrics, musically does nothing for me. Here Comes the Weekend 

, like how two talented people like them do this song?! While bonus tracks are kinda generic, they're solid and I don't mind them. 
And she should do one or two songs with Dallas.