Invaluable Life Lessons from Waiting Tables
Chrissy Crawford | Art Advisor + Entrepreneur

  • Why You Should Care
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Why Should You Care

With more and more affordable options opening for young people starting an art collection, more and more affordable options for art buying are becoming available. Meet ArtStar, an online art gallery that offers art lovers the chance to collect museum quality, limited edition fine art prints by some of the best contemporary artists working today for a low cost, with the help of your own online advisor.

Chrissy Crawford, ArtStar founder, did some soul searching in her 20s. After college, Crawford headed out west to teach skiing and wait tables, waiting to find her “thing.” Harnessing an interest in art stoked while working at a museum in Aspen, Crawford moved to The Big Apple to pursue a masters in Contemporary Art. After finding the high price of a collecting an unfortunate barrier to entry for young people, ArtStar was born.

In her 20to30 interview, Crawford tells antics from her 20s and how every decision she made, good or bad, led her to found her own successful e-commerce business.


Chrissy Crawford is a New York-based art advisor who runs two scuessful online art galleries, ArtStar and Little Collector.

After earning her master’s degree in International Art Business from Sotheby’s Institute of Art in London, Crawford opened her art advisory business in New York City in 2006.

With the onset of the recession, many of Chrissy’s clients were faced with shrinking art budgets. She created a platform that would enable collectors to discover, collect, and live with the best contemporary art without having to hire a private art advisor, travel to art fairs or spend their entire art budget on one work. Thus, ArtStar was born. is an online art gallery that offers limited edition fine art prints by leading contemporary artists.

Chrissy also founded Little Collector, which works with leading artists to create contemporary art for kids. Their mission is to engage children with contemporary art from a young age.

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The skills that I learned waitressing, teaching skiing, babysitting are definitely mutli-tasking, hard work, really hard labor, how to budget, and how to interact with people, and also great customer service.

The first table I ever waited on I had never waited on a table, I had no fine dining experience, and it was Queen Noor, Madeleine Albright, and Walter Isaacson. And I poured wine for them, and I poured wine all the way to the top of the glass because that’s what you do in college and I thought they’d be psyched to have that much wine. So it was actually Walter Isaacson who’s such a gentleman who taught me how to open a bottle of wine and how to pour, and how to offer someone a taste and then he drank his entire full glass of wine, so they were very gracious. And I also kept thinking that Madeleine Albright has such a pretty daughter. I didn’t know who Queen Noor was.

So, that was my first time waiting tables.

Made By

Cinematography: Danielle Calodney

Edited By: Mert Erdman

Interviewed By: Laura Lehmann

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