My Passion Failed Me

Written by Melissa Anzman

I have a confession to make… it’s something that I’ve alluded to in the past, maybe even said it in different words, but it’s time to come clean. My “dream job,” the thing I was most passionate about, the thing I built my business around… sucked in reality.

Let me explain a bit more.

For ages, I kept hearing the advice: follow your passion. “When you do something you love, you’ll never work another day in your life.” And various other iterations of the passion is awesome advice.

First I agonized over what the heck “finding my passion” meant… and how to go about doing that. I had always approached work as following opportunities and leveraging my strengths or growing my skills. I didn’t understand how passion should be incorporated into that. But I kept searching and finally “found my passion.” Or maybe, what my ideal job is.

I spent time figuring out what my ideal day looked like, listing out all of my skills, what I did and didn’t want in my future career, and so on. And all answers pointed to me being my own boss. If you know me, that’s not a far stretch.

So I opened a career coaching business… and felt burned out within a year. It’s not that I didn’t like what I was doing or the people I was working with it, it’s that it felt like a J-O-B again. And my default with that feeling is, “If I’m going to work in a J-O-B, I may as well go back to corporate and get a high paying job that makes me feel the same way as I do now.”

Not the right mindset, I’ll be the first to admit. But I have this weird career-quirk, maybe it’s a personality quirk, I’m not sure. But when I feel like I’m “in a job,” I am MISERABLE. That’s not me being overly dramatic, it feels so taxing and awful and… miserable. Everything else in my life suffers to.

And I felt lied to – I followed my passion, I created a business based around it, and within a year, that same corporate drone misery set-in. Again.

So I followed the next shiny object – another passion of mine. Hey, follow your bliss, right? Built another company around that passion and thought the problem was solved.

But of course, the same thing happened. I hit my burnout point or “misery level”… and was left feeling stuck and like a huge failure (even though I had officially created two successful businesses!).

Why am I telling you this? First, to let you know that if you’re feeling the same way, you’re definitely not alone. Sometimes your passions don’t pan out as a business or career choice. It’s not you, you’re not failing in some way, you’re not defective (like how I felt). Also, to let you know that passions don’t have to be forever things. And sometimes, when you build your career around your passion, it kills it.

Of course I keep pivoting to new paths and ideas, trying to find the intersection of my skills, my “passion,” and what people will pay me for. Or better yet, how I can build something that has a shorter shelf-life, but continues to move me forward on my path.

Oh, and that “passion stuff”… I’ve started to look at it as things I like doing. Not what gets me out of bed. Not what is an awesome hobby. But what I wouldn’t mind doing for work.

Maybe follow your passion was the worst advice I’ve ever gotten – but I’ve learned that passion flame outs, don’t equate to failure. And more important – for me, passion needs to stay in my side projects/hobbies. Not the center focus of my business (unless I’m ready to explore a new passion!).   

About Melissa

Melissa Anzman is the creator of Launch Your Job  where she equips ambitious leaders with practical ways to grow their career. She is the author of two books: How to Land a Job and Stop Hating Your Job. Follow her@MelissaAnzman.

Smart People Should Build Things

Written by Davis Nguyen

You’re 26 years old with $100,000 in student loans. Your recent start-up has just collapsed. You have a law degree and your friends and family pressure you to be a lawyer, but what you really want to do is build things.

What do you do?

This was a real dilemma facing Andrew Yang, who is the author of Smart People Should Build Things: How to Restore Our Culture of Achievement, Build a Path for Entrepreneurs, and Create New Jobs in America, a few years ago.

I met Andrew a few month ago at a conference where he delivered our keynote. The conference had nothing to do with business or start-ups, but when Andrew asked “how many of you would want to start your own business or join a start-up?” 80% of the attendees raised their hands.

Andrew followed up by telling us that while the dream of building a company is one most of us have, when it comes time to choose, most of us will defer our dream for security and comfort. He understood that this was a normal reaction.

Bootstrapping Your Life

Andrew graduated from Brown University in 1996 and earned his law degree from Columbia Law School in 1999. After graduation he started working at private firm. Despite the job security and six-figure salary, Andrew couldn’t find much meaning and purpose in his work. Six months into his career as a lawyer, Andrew quit to pursue his passion of building things with no experience in business and $100,000 in student loans. Less than a year later, his first company, Stargiving.com, was a victim of the dot-com bubble in 2001 leaving him with no back-up plan.

Despite his parents jeering him, “Didn’t you used to be smart?”, his friends introducing him as a lawyer, and his growing pile of bills, Andrew decided to give entrepreneurship another chance.

Today, thirteen years later, Andrew has had a successful career as an entrepreneur and founded Venture for America, a non-profit helping recent college grads become entrepreneurs by pairing them with early-stage companies to gain experience. He was recently named Champion of Change by the White House and one of Fast Company’s “100 Most Creative People in Business” for his work with Venture for America.

While most people in the audience were amazed by Andrew’s successes, I wanted to ask him about the story behind the success: the nights no one will talk about.

Two lessons I learned about being a successful entrepreneur from Andrew Yang

1.     Find Your Yoda (Mentor)

After Andrew’s first start-up failed, he started to work for Manu Capoor, whom he met while networking for Stargiving. Manu was a former doctor and investment banker who had started a healthcare software company, MMF Systems. Andrew had no prior experience in this industry, but working under Manu, Andrew had found his Yoda.

Andrew notes in the book that it was from Manu where he learned the most important lesson about getting things done in business. It comes down to “people, processes, and technology.” Andrew left MMF after three years to work under his friend Zeke Vanderhoek at Manhattan GMAT where he learned to shape company culture, scale a business, and provide unparalleled customer service. Andrew eventually became the CEO in 2006 and ultimately grew the company to employ over one hundred people and had it acquired by The Washington Post Company/Kaplan three years later.

2.     Learn to live within your means

Andrew gave up a six-figure lawyering job to work at start-ups that were paying him just enough to cover food, housing, and other essential needs. Through this process, Andrew learned that what he previously thought he “needed” were really just “wants.”

Besides paying for living costs and his student loans, Andrew never went broke or homeless. As one of my favorite quote about entrepreneurship goes, “Entrepreneurship is living a few years of your life like most people won’t so you can spend the rest of your life like most people can’t.”

Audio Interview with Andrew Yang

I had a chance to do a 18-minute audio interview Andrew, where I went into more depth about Andrew's decision to quit his six-figure job, managing a start-up with student loans, and how you can take the first steps towards being an entrepreneur today if you wanted. You can listen it below.

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You can buy your own copy of Smart People Should Build Things here.

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

What is the biggest obstacles facing your entrepreneurial endeavors? 

What is one first small step you can take?

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About Davis

Davis (@IamDavisNguyen) graduated from Yale University in 2015. He currently lives in San Francisco and works at Bain & Company. When he’s not helping CEOs transform their companies, he is helping recent graduates figure out the type of life they want for themselves and helping them get there.