The apartment roofline will match up with the original roofline of the Converse building, just not the 2 story plus mech glassy bump out. And note that the Converse addition steps back, so if the apartment matched it's full height, it would likely need to step back too. This is much less jarring than the Skanska project, which brings to mind a spite building but in reverse.
As is, it looks like the apartment building will have a killer deck. Stick a trellis on one end and you're done.