I Thought You Finally Completely Lost It (2008)

Rod just spent the past 5 months without seeing or speaking to his ex-girlfriend, Irina. Determined to win her back, he concocts a scheme to take her on a romantic get-away and prove that he is a changed man. Failing that, he convinces Irina to spend the weekend with his sister and her boyfriend at their cabin in the Catskill Mountains . Now Rod has to convince Irina that sometimes breaking up is the best part of falling in love.