Pete Holmes and Ali Waller talking about being "our best selves"

Comedian Pete Holmes talks to writer Ali Waller about our Adventurous selves vs our Cautious selves

'You Made it Weird' with Pete Holmes: Episode 268 - Ali Waller
ALI WALLER: (19m 20s) I think its always better to have the experience, have the relationship, make the weird mistake than to not. Even though I suffer for that. "Why did I ask that person out, he wasn't into me"...
PETE HOLMES: You're looking like, there's two us-es. There are so many us-es I feel like. There's that guy who's like "I'm gonna talk to strangers on a plane!"
WALLER: That guy.
HOLMES: I can't be that guy. Very, very rarely. Every once in a while I'm in that place where I feel like talking to people. I feel like meeting people. I feel like being my best self. I feel like helping people be their best self and what I try to do is make plans when I'm him and hope that he shows up again when the plan is happening but sometimes its not him and its the other guy...

and further on - 'will'

PETE HOLMES: (35m 05s) I'm fascinated with manufacturing will, like if you could sell a will pill. A pill that could give you the will to do things. I think that's what we're really after...  and that's one of the big struggles of life...
Notebooks, books. Certainly for me books. The potential to do something, we love these investments in this pretend future

As always when this line of thinking gets brought up on YMIW, Woody Allen's 'Vicky Cristina Barcelona' (2008) gets a mention. Vicky (Rebecca Hall) as our reserved self and Cristina (Scarlett Johansson) representing our impulsive alter ego.

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