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Currently you are able to watch "Dear Sidewalk" streaming on Filmzie for free with ads or buy it as download on Apple TV. It is also possible to rent "Dear Sidewalk" on Apple TV online
Dear Sidewalk tells the story of Gardner, a 24 year old mail-carrier, who is struggling to contend with his identity as his quarter-life crisis is in full swing. His regimented routine is thrown out the window when he meets Paige, a divorcee, enduring a mid-life crisis of her own. In this relationship there exists a synchronicity, as they find, despite their age difference, they're both confronting existential problems surrounding identity, love, and the choices in front of them.