CAREER

10 Things I Wish I Knew Before Pursuing My Dream Job

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I am a photographer passionate about the outdoors, meaningful travel, creativity and intention in all things. I hope to use my platform online to show the beauty and complexity of the world we live in, and to encourage genuine connection to the world and all the magic within it.

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I don’t know what your dream job is, and this article definitely has to do with blogging, but it’s also applicable to you if you want to start anything.

Three years ago, I bought a smartphone and downloaded Instagram. I bought this domain name and thought it might be rewarding to start a blog.

I used to spend hours reading the work of other adventurous people– folks who made a career out of their travels. It seemed unrealistic and a little outrageous. And when I started, I didn’t intend to make this a full-time thing. But I’m here, three years later, and it’s a full-time thing.

“What do you actually do for work?” is a question I receive a few times a week. I am mainly a writer and photographer, working in the travel and outdoor industries. I document incredible places and experiences, working with brands making awesome stuff, hotels with beautiful properties, and non-profits doing meaningful work in their communities and in the world. It’s my dream job, it’s a lot of work, and in pursuing it over the past few years, I have learned a few things.

1. IT’S STILL WORK WHEN IT’S YOUR DREAM

“When you do what you love, you’ll never work a day in your life.”

I disagree. Just because you love something doesn’t mean it’s not hard. Just because it looks glamorous from the outside doesn’t discount the more difficult moments. Passion and drive will never fully soften stress or worry. It’s still work, and as a result, it still feels like work. When you do what you love, you’ll work many days in your life– it’ll just be more enjoyable.

In fact…

2. IT’S OFTEN HARDER THAN SETTLING

I struggle to think of a time in my day when I don’t think about my work. I juggle a lot. I have writing projects, I have photoshoots, I edit those photos, I pitch new ideas and trips, I run a coaching practice, I write on this blog. I spend a few hours a day doing things for my businesses that I don’t necessarily get paid for– reading, researching, making connections, writing blog posts like this one, answering non-job-related emails. And I don’t have one boss to report to– instead, I have a dozen of them, all with different needs. It’s more complicated. It takes more energy. Frankly, my 9-5 was way simpler and easier.

3. YOU HAVE TO BELIEVE THAT YOU CAN

Believing in yourself is part of this job. You have to be your number one fan. This is on you. It’s on you to make it happen. Even if you don’t believe in your success, act like you do. Find a new confidence and let it lead you everywhere. Tell everyone about your thing. Get business cards. Be proud. And please, identify yourself by whatever you are trying to be– nobody hires people who are “starting out in photography,” or “trying to be a blogger.” People hire photographers. People hire bloggers. Your title is whatever you decide it is. Believe it.

4. IT TAKES DISCIPLINE

If you want this to be your job, you have to treat it like a job. Be on time– even if you work from your couch. Have a schedule. Know your calendar. Have boundaries. I don’t believe in the “hustle till you die” strategy. I believe that we need to re-charge sometimes and we need to stay in touch with ourselves when we are working toward something big. Discipline means you know when you are working and you know when you are not working. But when you are scheduled to work, make sure you actually work. And when you are working, always always do your best.

5. THERE IS ROOM FOR YOU

This is so important. It’s easy to look at everyone else in the field you want to be in and to decide that there simply isn’t room for one more. But there is. You are the only one who has lived your story. Nobody can create exactly like you can. I remember a few years ago, looking at all of the people who were doing what I wanted to do. At the beginning, I didn’t think I’d get there. And looking back, I actually didn’t have a solid reason to discredit myself. When you keep going at it for a long time, you’ll have these moments of “this could actually happen,” followed by moments of “this is actually happening.” Know that there is room for you.

6. YOU WILL GET REJECTED

In order to really succeed at this thing, you’ll have to reach out to a lot of people. And you will have to be your own best fan, because you will get rejected. A lot. And as you make your way up, you’ll experience bigger levels of rejection. Some will start to matter less, and some you will take personally. Understand from the beginning that it’s never personal, and that you’re signing up for this. I still get rejected often. It means I’m trying, and I’m constantly reaching higher. It’s just part of the process.

7. YOUR CHOICE: FUN OR STRESSFUL

This whole thing can be fun, or it can be stressful. Honestly it’ll definitely be a bit of both– that’s what happens with uncertainty. But what if it could be fun? What if you could play in the unknown? What if you loved it? Let it be fun, understanding that your worst-case scenario probably doesn’t mean the world will end. The whole entrepreneurial journey is full of unknowns, and that’s a given. It’s on you to decide how you will cope with them.

8. YOUR DEFINITION OF SUCCESS WILL CHANGE

When you are defining your own career, success is a moving target. It changes as you change. It evolves as you become more skilled and explore new avenues. You might be surprised how your ambitions shift. A goal you had a year ago might feel really easy now. It might feel just as far away. Set benchmarks and check in with yourself. Stay ambitious, but always remember where you started and how much you have learned.

9. YOU HAVE TO LOVE THE PROCESS

Why are you actually in this thing? Is it to get a lot of followers? Is it to work from a beach? Is it to get famous? Are you just as in love with the process as you are with the result? If you don’t love the process, it will feel old pretty damn quick. If you don’t yet know if you love the process, you’ll find out as soon as you start, I promise.

10. IT’S WORTH IT

And honestly, there are times when I really wonder about this. There are late nights and early mornings when I’d simply rather sleep. There are weekends I’d rather do a million things than respond to emails or edit photos. There are weeks and months when I wonder if I should go get a more stable job so I didn’t always have to think about my next project. But I know what I want my mark on this world to be– connection, motivation, beautiful images, stories that enrich and empower. So I do this. Every day. And it’s worth it.

photo by BC Serna.

photo by BC Serna.


Know that this isn’t an overnight success kind of thing. And know that you most definitely are not alone. Going after the things you truly want is hard work, and nobody ever promised it’d be simple or easy. It might feel impossible, but you will never know unless you start.

Whatever your dream job is, and wherever you are in the process, I’m rooting for you.

Thanks to Katie Boue and Tiffiny Costello, who helped me brainstorm for this post. Feature photo by Rebecca Slaughter.

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