(1/2) One thing I saw during the episode that I haven't seen people talk about (although I may have just missed it) is how the bartender is talking to Sam, and convincing him that they should leave, and how people get sucked into staying longer, for just one more game. Sam is concerned that Dean will fall into that trap but Dean insists on playing anyway. I get that Sam was concerned - preforming Dean is all about excess, food, women, alcohol etc.
(2/2) And Sam has only ever seen preforming Dean. However, Dean was the one willing and able to walk away once he hit his target, and Sam was the one who bought into the "just one more game" sucker bet. I found that interesting and shows another example of how Sam doesn't really know Dean. It also shows how much Dean has grown since the last time he gambled with his life.
Yeah, and how Dean isn’t quite so willing to just throw his life away. I mean, let’s think of the last few times Dean’s been through this (or at least similar parallel situations that I believe the narrative is playing off of now):
-Dean taking on the Mark of Cain. No second thought, not even bothering to ask about the unwanted side effects, even when Cain warned him that the Mark came with a terrible cost. Dean had been willing to pay it, whatever it was. Because he was “poison” and this was the one last thing he could do, damn the consequences.
(though at that point Sam had essentially renounced him as his brother over the Gadreel mess, Cas was human for a hot second but angeled himself up again to be prepared to fight the angel wars, and the only thing Dean felt he had to fight for was getting rid of Abaddon)
-Dean perfectly willing to die to save an asylum full of tortured ghosts, because he’d failed to save anyone-- Mary, Cas, even the one kid he couldn’t reach to help earlier in this episode. He’d fully expected to be dragged to the Empty, but not until he’d bargained to free all those ghosts.
(though at that point Dean had reached his lowest point after Cas’s death, and he didn’t want to go on living... until that final scene of the episode where Cas came back...)
-Dean’s rather self-destructive streak back in s3, after he sold his soul and had only a year to live. I mean, even Dean selling his soul in exchange for Sam’s life in the first place demonstrates this sort of lack of care for himself that Sam seemed to be expecting from Dean in 15.11.
(though at that point Dean was struggling with A Lot of direct self-worth issues pushed on him by John, and it’s confronting that burden directly that begins to finally shift the tide for Dean personally)
But to Sam, in-story, even “smaller” gestures of this sort tend to be framed as Dean’s bravado, or Dean having impulse control issues... and I don’t know if it’s entirely a “performing Dean” issue, versus a “Sam’s selective perception” issue, you know? I mean, Dean had sacrificed himself repeatedly throughout the series to ensure that he and Sam had food, shelter, etc. We’ve seen a selection of his FAILURES to provide that, but those have also been framed as Notable Exceptions to the Winchester status quo that Dean mostly was able to maintain, or Sam would never have been able to develop so many misconceptions about Performing Dean in the first place, you know? Things like Dean “losing their food money” gambling it away in 9.07, for example. It became relevant to the story because it was specifically framed as an outlier to the norm of their lives. It’s also framed as something Sam explicitly did not know about, at all, until years later when the current events of 9.07 unfolded. It was always framed TO HIM as “Dean ran away. No reason given.” So in that light, the impression that Dean was irresponsible in this way was reinforced, to deflect responsibility from John. It was a lose-lose situation for Dean, and he agreed to play along with the tarnishing of his own character in Sam’s eyes if it meant protecting Sam from the horrible truth.
No wonder Sam has a hard time grasping reality and separating out the fantasy or his own mistaken beliefs, you know?
Sam has just had a lifetime of training believing that this was inherent to Dean’s personality, this impulsiveness and... for lack of a better term, lack of self-interest in moments like this, or possibly undeserved overconfidence in his own ability. Which is just freaking sad for Dean. Sam still believes (or wants to believe) that he is the “smart” one, or possibly the “level-headed” one. This was specifically the lever that Ruby used to drive a wedge between Sam and Dean in s4, you know? “Dean’s not strong enough,” or “Dean is weak and broken,” or even “Dean doesn’t understand the bigger picture like you do, Sam.”
Despite Sam’s acknowledgement that Dean actually IS a great hunter, such as in 8.14, and the ongoing proof that Sam does put a lot of trust in Dean throughout the series, this little kernel of doubt lingers and rears its ugly head frequently enough for it to have become a recurring theme between them.
Dean’s stated support of Sam’s understanding of the events of 15.09, and his choice to NOT cast that spell to lock Chuck away, despite everything it cost them in that moment. But as a result, it also saved the one thing we’ve been shown Dean can’t live without-- Cas. And I don’t know that’s something Sam fully understands himself yet... despite it being a key feature of the vision of the horrific future Chuck showed him. Because Chuck clearly showed a difference between Sam and Jody and Bobby having gone full berserker vengeance mode, but Dean? Dean had just... resigned... hopeless. Sam doesn’t really understand that aspect of Dean yet, which makes me think it’s something he will, by necessity, have to learn. It’s been a really long time since Dean was all about hedonistic excess, despite the seeming singular example the show keeps pushing in our faces of Dean’s apparently lack of self-control when it comes to food.
He’s still seemingly on the self-indulgent gluttony train, but even this goes directly back to the underlying issue that drove him to all of the anomalous events of 9.07′s backstory. Providing food for Sam, at risk to himself. That was the failure underlying that whole mess of lies-- Dean vs Food Insecurity. It’s honestly no wonder that Dean still has this all or nothing mentality when faced with an abundance of his favorite foods. I mean, this even goes back to 1.18, where he sacrificed his own food to Sam to indulge Sam as a kid. He’d always just been resigned to the fact that his nutritional needs came second, and there’s been essays on that subject written over and over for the last 15 years.
With Jack currently “consuming power,” and that seeming like something he will be facing more and in different ways as Billie’s plan for him comes to light, I think they will tie it to Dean’s literal food issues, and Sam’s issues with “purity” and “becoming strong enough,” as well as Cas’s willingness to self-sacrifice to protect his loved ones... and then be tossed over entirely as all of these issues resolve by the end.
Nine episodes... and a lot of individual and group dynamic issues to resolve, yes?