Oh, I've written at length about how each season has a problem, resolves that problem, only to be presented with a bigger problem.
S1: Dad is missing. Find Dad. End of S1: Dad found, but YED nearly kills Dad and Dean, and Dean and the Impala are left on life support while YED is running free.
S2: Kill YED. End of S2: YED killed, but Dean is going to Hell.
S3: Save Dean from going to Hell. End of S3: Failed to save Dean from Hell; Dean goes to Hell.
S4: Dean rescued from Hell, but Lilith is breaking seals. End of S4: Fails to stop Lilith; Lucifer set free.
S5: Stop Lucifer and Apocalypse. End of S5: Apocalypse stopped, but Sammy in the abyss.
So it's a steady progression of increasingly back situations.
So when I said that Dean's deal is where it starts to unravel, I meant for the Winchesters. Up until then, they were doing pretty good at the damage control.
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S1: Dad is missing. Find Dad.
End of S1: Dad found, but YED nearly kills Dad and Dean, and Dean and the Impala are left on life support while YED is running free.
S2: Kill YED.
End of S2: YED killed, but Dean is going to Hell.
S3: Save Dean from going to Hell.
End of S3: Failed to save Dean from Hell; Dean goes to Hell.
S4: Dean rescued from Hell, but Lilith is breaking seals.
End of S4: Fails to stop Lilith; Lucifer set free.
S5: Stop Lucifer and Apocalypse.
End of S5: Apocalypse stopped, but Sammy in the abyss.
So it's a steady progression of increasingly back situations.
So when I said that Dean's deal is where it starts to unravel, I meant for the Winchesters. Up until then, they were doing pretty good at the damage control.