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Tropical Pouncer
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In essence, the themes thus far have been about missed opportunities, anxiety, depressive spirals, and longing for a better life. The ending should reflect how even at his worst, he resolves to make decisions that work to make things better, not to give in to hopelessness, and find a way forward no matter the path or the whims of chance.
Once he stops trying to find the right timeline, or bemoaning what could have been or the horrors he suffers in other ones, that decision should be an inflection point that starts going all the way to the climax. Show how he works at his life, no matter what life it is, to make it better. What was previously just him throwing things at the wall trying to find a way forwards is now a determined act to improve the lives of himself and the people around him, whatever the circumstances, even when he stumbles or miscalculates.
It should start slow. One life, one agonizing decision at a time, making improvements. And then he shifts to another. Each time, he gets better and better and the shifts come more rapidly. At some point it should start to become ambiguous whether the shifts are him hopping timelines again or if the editing is showing -all- of his lives, not just where he is now.
As time goes on and he continues to work through all the timelines he can see, editing picks up. Rapid pace, every decision, every little thing he can do. Show his mother the care she deserves, his brother, whether it's him in reality or just his memory, his girlfriend, whether just having her in his life as a romantic partner, a friend, or even just a stranger given space. Finally it cuts to him dead, lying in a hospital bed, killed by a truck collision or something, and surrounded by people he cares about, the last point in any timeline that jason ever lived in, maybe. After that the conclusion can just be really normally-shot conversations of the people around him talking about how he made their lives better, how he kicked his drug problems, how he never stopped working to improve while the credits roll. Even dead, jason has a smile on his face.
The emotional core of the movie is about doing the best with what you've got. As long as that emotional core is there, you don't actually have to worry that much about dumbing things down. That part, audiences will get.
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