Great Dramas w/ Homeless Protagonist?
There doesn't seem to be many of them, probably because of the lack of commercial appeal, so there might extra pressure to make it great in an artistic way.
Sult/Svält (1966, Henning Carlsen) based on the novel by Knut Hamsun is the first one that comes to mind. Although it's not in my Top 10 or 20 list, I seem to recommend this to people, because it's fascinating, centered around this man who is intriguing, artistic (writer), but who is destitute. I don't wanna put any spoilers out there, but here's the IMDB link
https://www.imdb.com/title/tt0061042/
The full movie is on YouTube
https://www.youtube.com/watch?v=zXBUe5bsDjA