Falling Uphill (2012)

Plot

Robert's life takes a turn when Jenny, a Craigslist find, becomes his roommate. After a year of shared experiences in San Francisco, he realizes he’s developed deep feelings for her. Unfortunately, financial struggles and a dead-end job force him to consider moving back to Rochester, NY, to live with his parents. With only three days left before his flight, Robert grapples with the challenge of confessing his feelings to Jenny while trying to figure out his future. Time is running out, and he must decide what truly matters before it's too late.