Alumni News: Navigating the Hero’s Journey

As 18 juniors and seniors were inducted into FWCD’s chapter of the Cum Laude Society, Ryan Hillard ’04, Solutions Architect at Amazon Web Services, shared some compelling stories and words of wisdom in his keynote address: “Messages from Beyond the Bubble: Seven Secrets to Your Future.” Drawing parallels to Odysseus’ journey in The Odyssey, Hillard offered insights into the students’ academic and upcoming college and life experiences, sharing seven secrets to the future – things he wished he had known as a Country Day student.

1. There is no measuring stick for your life: Hillard encouraged students to define their own stories and create their own “hero’s journey.”

2. Failure is not just important, it is necessary: “You can get stuck in this paradox of choice, where you think you need to choose the exact right path, and because you’re afraid of choosing the wrong one, you get stuck analyzing paths instead of just walking down one,” Hillard said. “The trick is to just get started, just get sailing.

3. If you don’t know what to do, try something, anything, just do something: Hillard shared a personal story about a failure in Upper School when he moved to four Honors classes. He found them too hard and did not want to give them the time they deserved from a studying standpoint. Ultimately, he moved to two regular classes, but he felt like a failure. “When I applied to college, I got into every single college I applied to. That sounds like a really wild boast … ,” he said. “It’s a much more insidious, deeper kind of failure. You see, from my Honors-class experience, I was suddenly afraid to fail. I only applied to schools I was confident that I would get into, and by doing so, I robbed myself of ever knowing what could have been.”

4. Believe in yourself: As a legal document processor at LegalZoom, Hillard and a friend decided to make their work lives more manageable by rewriting the company’s document automation system. Hillard learned to write code in Jon Shipley’s programming class. “Our new document automation system turned 8-hour work days into 1-hour work days,” he shared. “My big break in tech came after I summoned the courage to approach the President at a company gathering. I invited him to visit my desk the next day to see what we had built. He remembered me because I had asked him a question about an article I had read in The Economist. My 10th grade history teacher here had somehow gotten a 15-year-old to start reading The Economist. You have picked up skills here at Country Day that will surprise you.”

5. Surround yourself with friends who will support your journey, they will make you better: Stressing the importance of friends, Hillard shared, “When you go to college, I want you to look around at the people you’re sitting next to. Seriously, stop a second and look. Are they going places you’d like to someday visit? If you want to be a creative thinker, hang out with creative thinkers. If you want to become an incredible athlete, go train with athletes better than you. This advice feels so simple, so basic, but the power of osmosis between humans cannot be understated.”

6. You can change your mind: Plan A is not always what works. “If the original plan you had for your life, the course you charted for your hero’s journey, starts to no longer make sense, then go a new direction, sail towards a new destination,” he encouraged.

7. Life is a game where you get to set your own win conditions: Hillard’s final secret focused on attitude and energy. “In any situation, you only have control over your attitude and how much energy you put forward,” he said. “You are responsible for how you feel. You can choose sadness or happiness. Despite the uncertainty of the world, I know these secrets will help you navigate your future.”