Who is your hero and when are you going to meet them?

Written by Davis Nguyen

“If you could have dinner with any living person who would it be?”

I enjoy asking this question, because the answer tells me a lot about the person I’m asking: qualities they admire, their interests, and the type of person they might want to be.

When the question is asked of me, I usually reply with the author of the book I am reading at the time. No matter the book I was reading, my asker would always leave with an answer and I was left with another question:

“Why aren’t I meeting these people I admire so much?”

Most of the time the excuse I used to justify my inaction was,

“Why would someone like X want to talk to me?”

The Journey (and failures) begins

In January 2013, I sat in my dorm room and brainstormed a list of people I admired, from close friends to people who didn’t even know I existed. I called my list the “Dream 500.”

I decided that 2013 was going to be the year I faced one of my biggest fears: reaching out to people I thought were “too accomplished”, “too famous”, or “too good” for me. I turned my “500 dreams” into goals.

That was thirteen months ago.

The results?

  • Dead-ends connections: 215
  • Unread/Un-replied emails: 104
  • Declined invitations: 23
  • Accepted Skype conversations: 21
  • Accepted invitations to speak at Yale: 10
  • Internship offers: 4
  • Five A.M. in person meetups: 3
  • All-expense paid trips to meet my role model: 2
  • Offer to join Life After College team: 1
  • Start-ups founded: 1
  • Lessons learned on relationship-building: enough for a lifetime

I list my results not to brag (or mention how often I fail at stuff), but to demonstrate that meeting your heroes is possible. As a first-generation college student who grew up in a poor community in Georgia, I had no connections and no one taught me how to “network.” All I had was my grit and willingness learn by failing.

What I found was that it is not about where you started, what you have (or don’t have), or your age. What does matter is your approach and mindset.

Through my successes and many…MANY failures, I learned a lot about forming and maintaining relationships.

Five lessons really stood out to me, which I applied when I first came into contact with Jenny Blake.

How to Approach YOUR Dream 500

1. “People don’t care how much you know until they know how much you care”

Why do you want to reach out to this person? If your answer is so they could help you with X or Y, then you’re headed for failure. Everyone values their own time.

Think of all the emails, letters, and request for help Jenny must get. If she spent her time replying to all the request she wouldn’t have the time to do what makes her Jenny Blake.

Instead of asking what the other person can do for you, ask what you can do for the other person.

 When Marisol and I reached out to Jenny in the summer, we wanted to see how we could most help Jenny. At the time, Jenny was developing and refining a talk she called, “Career in the Age of the App.” Being college juniors we knew a lot of students would love to hear advice from someone like Jenny. The students would gain valuable advice, Jenny would get to give her workshop as a Master’s Tea at Yale, and we could get to meet Jenny. We emailed her and described our proposal, and let her know that she would join the likes of Morgan Freeman, Bill Clinton, and others who have been a part of a Master’s Tea at Yale.

While the Yale name did help, what was even more useful was that we were long-time readers of Life After College. We followed Jenny and knew what was important to her and the LAC community.  I never contact anyone without doing my research. You wouldn’t go into a job interview without researching about the company and their needs, why would you do it for people?

2. Make it easy for them to connect with you

Continuing from Lesson 1, Make Life Easy for the person you want to reach out to. Respect their time. Things such as keeping your email short and to the point or going out of your way to be helpful makes the person infinitely more likely to want to connect with you.

Marisol and I made it as easy as possible for Jenny to want to speak at Yale. We applied for funds for her trip, found a place for her to stay, organized the workshop space, marketed the event to students, and arranged a private dinner afterwards. All Jenny had to do was show up and be herself.

3. Follow-up, follow-up, and continue to follow-up

Why make a connection if you aren’t going to keep it?

After Jenny left, Marisol and I both followed up to personally thank Jenny and we continued to keep in contact with her. In December, Jenny mentioned needing help at LAC. A few phone calls later and here Marisol and I are here writing for the community we grew up being a part of.

4. Rejection teaches and Persistence pays

Yeah, I hate rejection too, but I find that as much I hate it, rejection has taught me at least as much as success has. Each email that went unreplied or unopened, I forced myself to change how I approached contacting my role models. With time my rejection rate went down and my success rate up.

At Yale there are 12 residential colleges (our dorms) each with their own master. Part of my list of role models were the 12 Masters at Yale. A year ago, I only knew my own college master, but not any of the other 11. I reached out to each and every one of them asking to meet. One of them was Master K of Silliman College. It took me 5 emails and 3 rescheduling before Master K and I had our first meeting. We hit it off. A few months later, when Marisol and I were looking for funding and a place for Jenny to stay, it was Master K who first popped in our minds. She quickly said yes and the rest was history.

5. Be Genuine – be you

I was going to put this first, but according to research we remember best the last item on a list. During the entire time I’ve known Jenny and the other amazing role models I’ve met this year (Susan Cain, Keith Ferrazzi, Pam Slim, etc.), I have always been myself and shown genuine interest in what is going on in their lives and helping them succeed.

If you don’t have genuine interest in the person with whom you are connecting with, then please stop. You are wasting your time, and theirs.

At the root of any successful relationship (business, family, romantic) is a sincere care for the other person’s well-being, success, and happiness.

We’d love to hear from you in the comments:

If you could meet anyone in the world who would it be?
What is one step you could take towards making that happen?

Davis Nguyen

About Davis Nguyen

Davis Nguyen (@SpeakfortheMeek) goes out of his way to get rejected…every day. He believes that if you allow fear of rejection to prevent you from taking action, you will miss a ton of awesome opportunities. As a former shy introvert, Davis started Speak for the Meek to help others develop their social confidence and is giving out free copies of his e-book  How to turn a “No” into a “Yes” to the first 1,000 subscribers. Davis is currently a junior at Yale University.




{ 4 comments… read them below or add one }

Jim Blake February 6, 2014 at 4:13 pm

Great post Davis ! I recently donated a 3-ring binder to the University of Texas Ransom Center. It was filled with dozens of letters to me from famous authors to whom I had written after reading their books. Included in my collection: 12 years of correspondence with my all-time writing hero Norman Mailer ( one of which ended up in the recent biography of NM by Michael Lennon), Thomas McGuane( 25 years of correspondence), Jim Harrison, Don DeLillo, Richard Ford, Tom Wolfe, Mary Karr, astronaut/senator John Glenn, Many remarkable historians, scientists etc. Almost every famous author I wrote to wrote back. I imagined that they had written their book just for me and they all appreciated that a reader took the time to write ( all letters longhand -no typing). All authors can be reached by addressing envelope to: Name, c/o Author Mail, the publisher’s address always noted on the first pages. BTW, Norman Mailer, after nine years of correspondence invited me to dinner if I was ever in the vicinity of Provincetown, Massachusetts. I made a point to BE in the vicinity and we had two amazing four-hour dinners at his favorite restaurant on two separate visits.


Davis Nguyen February 6, 2014 at 4:46 pm

Thank you for your kind words Mr. Blake.

THANK YOU so much for that advice. I did contact many authors through mail (long-hand written). You are right that that approach works. 😉

Congratulations on all your success; the stories of dinner with Normal Mailer (on two occasions at that!) are so inspiring.


genevazerkle February 9, 2014 at 7:34 pm

There are many hero s in my life. I can’t say that I have a favorite, as each one has contributed something which has made me think or made me a better person. Realistically, the person I would choose to have dinner with is my daughter. I would have to say that she is my infinite hero. We have been and will be there for each other until the end..


Davis Nguyen February 10, 2014 at 9:19 pm

Such a great answer.


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