Heriotze
<Gold Donor>
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I think that it is all alluding to Don eventually dying, both the constructed Don Draper and, eventually, the actual (?) Don Draper. He was hit on both sides this week. He had to get Ted drunk enough to where he could finally try to pitch his classic "Don Draper" ideas to him and even drunk Ted had enough creativity and wherewithal to throw in and challenge him to make those ideas better, and with Ted flying them to meet Mohawk and Don's realization about how that would affect the pitch he's seeing that his "big fish in a small pond" mentality is going to start unraveling (Peggy confronting him and being on Ted's side also adds to this). People have come up with good ideas around him before and he's always been able to give credit where it is due but they have always been subordinates, now he begins to have people on equal footing as him starting to take the reigns away.Empty set of clothes on the bed as Don was leaving, more death symbolism. Also, there is a tea set on the bed, and the room is 503---the episode 503 was Tea Leaves. It's probably a stretch, but Tea Leaves was about Betty's cancer, and her wondering how the kids would react to her death, and in this episode Joan had the same thought. Don't know if there is any link there, but I think it just adds to the whole notion that "Don" as he exists for everyone else, is dying. (Which doesn't mean he will literally die--but he seems to be disillusioned with his life and shrinking away from those around him--his kids, Betty, Megan and now his mistress)
Personally, he was attempting to create the ideal relationship for Don Draper. Finding someone unable to even function without needing his input, someone who was going to be always at the ready to be present to accommodate his needs, someone who's role was to need him. That last scene that they had in the hotel room when, despite him trying to be hardcore Don Draper and telling her how things were going to be, and Sylvia still telling him that wasn't the case (along with him being corrected about her dream's interpretation) was some great acting by Hamm. Don Draper had the most defeated look on his face and all that he could do was open the door for her, watch her walk out and go home to tune out his wife.
I'm hoping that he goes all McNulty with it now.
**edit** sorry, pre-celebrating almost an entire week off of work to go to Google I/O and have been drinking on a Sunday then forgot to actually have a point to quoting Lithose. Empty dress and tea set on the bed are not symbolic of death but emptiness. Nobody is there to fill the role of making Don comfortable being Don anymore and the episode just kept giving him more reasons to feel that way.