Don was expecting Megan to be more like himself in that she was great with advertising and felt like he had an equal person that understands him. That's why he practically jumped her when she saved that account with quick thinking.
However, as he's learned, she is very much similar to Betty in that they are both immature spoiled children that don't really understand what he actually needs from them beyond just the physical.
It makes sense that he's increasingly becoming unhappy because he has a need for a partner, not just a spouse and he's not getting that. The only woman out of all that he's encountered on the show that would be the best for him personality wise is Peggy, and I could see them possibly making him more disenfranchised with Megan and in an effort to get Peggy back at SCDP possibly stuff might happen.
I don't really have any idea though because this season unfolded in a completely different manner than I thought it would.
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