About Me

Smiley Bold smile headshot

WHAT’S UP!  I’m Smiley. 

I grew up in Cambridge/Massachusetts, and since have lived in Middletown/Connecticut, Havana/Cuba, Brooklyn/New York, Buenos Aires/Argentina, Anderson/Indiana, and Mt. Pleasant/Washington DC.  I now live in San Francisco/California, and it’s a dream come true.

I care about:

-Spreading positivity & smiles
-Curating transformative communities that empower millennials to find meaningful work and reach their full potential
-Inspiring social change & increasing opportunities for game-changing entrepreneurs 
-Ending injustice & inequality
-Quoting Seinfeld episodes like it’s my job.  (What do you have in the briefcase?  Crackers.)
-Dance parties


I am a writer, speaker, and lover of life.  I recently published The Quarter-Life Breakthrough, a guide for millennials to find meaningful work, which is an Amazon bestseller and the top rated job-hunting book on Amazon. I have inspired young professionals and entrepreneurs to have quarter-life breakthroughs and find meaningful work as director of community engagement at the Hive Global Leaders Program, and previously as director of The Bold Academy. I am a StartingBloc Fellow and a mentor for entrepreneurs at StartingBloc, the Dell Summer Social Innovation Lab, and Coolhouse Labs, as well as a volunteer with The Beat Within–which provides writing workshops for incarcerated youth.

I speak internationally at Fortune 500 companies, business conferences, colleges, and leadership development programs. Previous speaking engagements include SAP Sapphire, General Assembly, GOOD, Deloitte, Wisdom 2.0, Wesleyan University, and SOCAP, among others. 

I write stories about purpose-driven millennials who are making a positive impact in their communities. My writing has been published in The Washington PostForbesFast CompanyGOODThe Huffington PostThe Hairpin, and Thought Catalog, among others. I previously worked as special assistant to the director of global operations at the U.S. Peace Corps, represented the agency on President Obama’s Young African Leaders Initiative, and occasionally wrote remarks for the Peace Corps director.  

I have written speeches that have been delivered before audiences at the White House, United Nations, and Peace Corps. Previously, I worked on numerous independent and studio films. I have a BA in film studies from Wesleyan University and I studied at the University of Havana in Cuba.  The best job I’ve ever had was ice-cream scooper at Herrell’s Ice Cream in Harvard Square, which sadly closed in 2010.

I don’t pretend to have the right answers.  But I’m starting to ask the right questions.  (So we’ve got that going for us. Which is nice.)

*Disclaimer:  The views expressed in this blog are solely my own. *  

One Response to “About Me”

  1. Adam August 28, 2012 at 2:53 pm #

    Hey Smiley,

    I’ve noticed you post a lot of great content about your life in the Bay Area. I’m working for a new start-up called HeyLets and we’re trying to get people excited about doing what you do. We want our users to rediscover their city through mini-recommendations from people with similar interests and hopefully pay it forward. I was wondering, would you be interested in sharing some of your positive experiences in your community with us? We’d love to hear what you have to say and help you promote your blog.
    Drop me a line if you’re interested in more info: adam@heylets.com
    Thanks for your time and keep up the good work!

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