Great show.
I started watching it last season by fluke and now I never miss it.
All the characters are all fucked up in one way or another - none of them are likeable, which makes it so real now doesn't it.
Don has serious issues:
1. The brother that he denied (probably the hardest to watch)
2. The upbringing and subsequent secret life.
3. Emotionally crippled, yet needy (needs the GF - wants her to run away with him to Paris - he's willing to run away from his kids, needs to bang the Jewish woman whose father owns the dept. store - Rachel I think)
4. When it's his kid's birthday and he goes out to pick up the cake and doesn't come home till the next day.
But Don is intelligent, and confident in many other ways and quick on his feet with the words.
I get the biggest kick out of Don's boss - the guy who's banging the head secretary and is half a lush, then makes a pass at Don's wife, has a heart attack, then tells his wife that he loves her. Man, that's only too real.
Peggy is a fucked up woman, she's never happy, is very defensive, a touch paranoid even.
The sexism is everywhere, the smoking is constant, the drinking in the office, it's great TV.