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It's a bit talky for me. I think you could cut on some and make it to the point. Also add some texture, interesting recollections or something.
Maybe a nice brother moment?
I liked where it was going, the mother not liking the messed up brother part. What did Dad do to him is unclear, I even thought Dad raped his son at some point. It's also not clear why Dad acted this way, you left it out intentionally but I wish it was there. So in this respect, the short is somewhat undone for me.
I also wish there's some kind of twist at the end. Logan loosing it all, and not only his car getting towed. Although it does read satisfying and making you understand that fine things are not forever and everything can change at any given moment, but I still wish it was more.
A beat hear and there are like speed bumps in the story, so are "pause" and "big pause." Instad of BEATS and PAUSES, have your subject do something simple like -- he takes a drag from the cig. -- he gives her a kiss on the cheek. -- et al. Or take a cheap way out by using dashes. --.