What’s your historical San Francisco and New York connection?
My moves to both cities were quick. I moved to SF when I accepted a product management job at Flickr back in ’06, and then moved to NYC when I joined The Wall Street Journal in 2010.

Describe your experience in NYC.
You know how they say ‘when you know, you know’? That’s how I feel about New York. It’s my city soul mate.

Describe your experience in SF.
No matter how small my closet was, it always had a dedicated costume section.

What was the biggest challenge of moving from SF to NYC?
New York reminds me that I’ll never have time.

How can NYC and SF best engage with each other?
By recognizing that these two cities have very different ideals around aesthetics. If you’re only versed in the values of one city, working with folks in the other can feel like a Tower-of-Babel experience. In SF, scale, freedom and efficiency are considered elegant. In NYC, beauty lives in scarcity.

Favorite SF secret spot?
A tiny speakeasy in the tenderloin called Big. (Editor’s note, this speakeasy is now closed–but apparently Yelp wants to help you find another one similar).

Favorite NYC secret spot?
That changes way too often, but I’ve always loved Smith & Mills in TriBeCa.

If you were not at ABC, what would you be doing?
Probably starting my own company or writing a book. Or napping.

Roadtrip playlist: tell us what song/album, TV show, podcast, or web videos you’ve been watching lately.
Orange is the New Black.

From the 2905 Miles newsletter: connecting NEW YORK CITY + SAN FRANCISCO