I'm still waiting for a Groundhog film where his loop seems to break after he does whatever the hell he wants because he thinks it comes with no consequences.

Maybe first do a bit of fourth wall breaking by having him recognise he's looping "like that guy from Groundhog Day", and then first spends a couple of loops trying to do good things, just for the sake of getting out of the loop, only to not break out of it. (Perhaps because he's not genuinely trying to help others, but rather only does it to help himself.)

After several loops trying to nail the perfect loop, only to wake up disillusioned on Day One again, he cracks and spends the next loop giving in to every intrusive thought, including taking out the groundhog, ending the day in jail.
Only to wake up the next day, Day Two... still in jail. Now his loop is broken and he's forced to face the consequences of his choices.

Not quite sure how to end it though...
Perhaps that at first he thinks it's because he took out the ground hog, but eventually he realises it's because he only did the good things with the intention to get out of the loop. A bit like how The Good Place explored Immanuel Kant's deontological philosophical concept of "good without qualification"; doing good because you should, and not because of the reward you are expecting because of it.

And once he truly realises that, perhaps sacrificing himself to save someone else, he wakes up on Day Two again, but this time that day continues on from how the very first Day One would've ended.

Alternatively maybe play with the idea that all this time he's been in Purgatory, and having finally realised the mistakes of his life, he's finally ready to move on to the next stage of his afterlife.

Or a combination of the two, and having to carry on with his life, never being sure if he's still stuck in a longer loop, doomed to repeat at some point as a Purgatorial punishment loop, similar to those from some episodes of #Lucifer.

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