I don't think he was thinking of his new wife when tells that woman she wasn't "the one".  Later, he says that Joan is special to him.  Something about the way he is acting...and his facial expression. What do you guys think?

I think Roger is still trying to convince everyone that he made the right choice by dumping his ex to marry a secretary, that everyone keeps confusing with his daughter.

But the real answer is as to who is his "one" is the same as it is for almost everyone at SC. He loves himself the most.

Heh.  Well he may love himself, but I can see him thinking of Joan too.  She is the most interesting (and sexy) after all.

I am landing in the "Joan is not the one" camp.  Roger devastated Joan when he told her, "You were the greatest piece of ass I ever had."  The look on her face was heartbreaking.  He was maybe her "one."

For my part, at 54 I have not yet met my "one."  I was married and have three grown sons. Now I have stepped over the sexual orientation line, like Sal.  No one there, so far.  Maybe there won't be.

How about the rest of us?  Have any of you met "The One?"

I don't believe in "the One". But I do believe in the "the One for now".

Certainly there are people out there who meet, get married and live happily ever after. But they're in the minority. For most of us, people come into our lives, help us learn and grow, then move out of our lives again. It all depends on what lessons we come here to learn, but for most of us there are as many "the Ones" as there are "iterations of me" in a lifetime.

Here, here adgal.  I've met a "One" every three years or so.  Or perhaps that means I've never met him...
To Jack: it takes a while to adjust to change, but there is someone there, you just haven't found/met that one yet!

Roger and Joan certainly look like they are re-evaluating their past relationship.  Consider that we do not see Roger's wife at all, though he speaks of her to Old Dogfood Girlfriend.  The one we see him talking to and sighing over is Joan.

@jack:  True, she was devastated by that crude line from Roger.  I just like to think they look at the idiots they're married to and wonder...

I am 100% with adgal's take on finding "the one".  I've only ever found one person I feel is "the one", but I'm 22 and have been in only a few relationships that lasted over a year if that.  I agree with the idea of there being >>as many "the Ones" as there are "iterations of me" in a lifetime.<<  But I've never been happier than with who I'm with now.

I've only found one person that I really clicked with on all levels. But, like most things, timing is everything.
Nothing became of it, but if I were 20 years younger and unmarried....

I asked the personal question because I realized I was thinking about fictional characters meeting their ones.  What about us?  Our one may only be in perception, through lenses that are the color blue.

I have been happily single for 13 years.  Lots of dates, nothing long term.  Most times I am fine with that.  Just once in a while I get to wondering if there might be something to that "one" thing...

Not to sound bragish but I married my “one” 12 years ago.  Got engaged four months after our first date (married nine months after that.)   Key to knowing that you have found “the one” is knowing when you haven’t.  We were both formerly engaged to other people and we both were the ones who broke it off.  We were married in our late 20s. 

My wife is a pretty, heterosexual version of Ellen DeGeneres, it’s like I’m living in my own sit-com. I am a very lucky man.

The some of the most tragic marriages I’ve seen are high school sweethearts who never got a chance to date and play the field.  Not only to see what they missed out on but to see what they were fortunate enough to dodge.

I don’t know if there is a “One” for everyone but I do know that it is possible.

Roger doesn't really seem fulfilled in any aspect of his life.  His share of Sterling-Cooper was handed down to him from his father, and throughout the three seasons of the show we haven't seen him do any work at the agency.  Just a lot of drinking, smoking and flirting with the girls. 

He's in bad physical shape, having suffered those two heart attacks, and despite his wealth, his then-wife, his soon-to-be-married daughter and his successful advertising firm, he seemed terrified of the prospect of dying, not because he feared death necessarily, but because he couldn't imagine leaving his life in the state it was in at the time. 

In that conversation with Cooper, he said something along the lines of, "I figure I'm rich, so who cares?"  Cooper then tells him, "That would be a mistake."

Roger doesn't seem to ever fully appreciate what he has.  I think there will be some big bumps in his relationship with Jane, because there's obviously no longevity there.  She'll be exposed as the gold digger she is soon, I'll bet.

Mmm.. I don't think Roger cares if she is a gold digger.  It seems like she is just his capitulation to his own faults- he gave Joan up because it would have been too real, and chose a woman that he doesn't engage with.  Roger is ripe for a death scene, I'm thinking.