Strange to pair a Hollywood factory piece with a microfinanced indie playing in one theatre in the west village, but there are definite parallels between Greenberg and Breaking Upwards. Urban couples (LA/NYC respectively) plagued by insecurities and indecision leads to a lot of "will they or won't they?" get together, stay together, overcome their personal issues to show the other they care. While the young hipster couple in Breaking Upwards is challenged by youth and inexperience, Greenberg and the object of his affections deal with aspergers and what I can only diagnose as low self-esteem.
There is a lot to like with Breaking Upwards. It seems to be teaming with passion (the film was written/directed/financed by its stars on a shoestring budget) and some fantastic performances (Julie White, Olivia Thirlby, and Andrea Martin make memorable appearances). While it isn't as polished as the standard fare, it puts forth a valiant and refreshing effort at capturing the voices of its leads. You might say The Graduate if set in the contemporary west village. Watching BU, I felt invested, not only in these characters, but in the new genre they were setting forth.
Though also backed by nuanced and real performances, Greenberg is a hard sit. Sure I believed the desperation and the outbursts, but I couldn't believe for a second that, at forty years old, Roger would make progress. This realization made the realities of Florence, his lost love interest even more bleak. She will never stand up for herself, but she will stand by someone who will never treat her properly. While BU and Greenberg are relationship movies, they highlight the most important relationship, the only one we have is with ourselves. I wish Florence's had a happier ending.