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How to Find a Job You Love (12 Steps) 2023

Updated January 23, 2023

When I was in college, I needed some money. Things were a bit tight, student loans, ya know. And so, I found the worst damn job I’ve ever had. I started as a telemarketer.

Oh, but wait! I haven’t told you the best part!

We were selling meat.

Yup. Meat. Over the phone. Worst idea ever.

Anyway, I lasted two weeks before some hot-shot salesman came in and started screaming at us that we were useless maggots — you know — giving us a bit of inspiration before we dialed thousands of strangers and asked them to buy meat.

Quitting that job felt SOOOOO good.

I was having a conversation on reddit the other day. Someone asked how to find a job you love.

So I answered, and someone else said to me, “You know not everybody gets to find their dream job. Some people just work jobs they hate because they make a lot of money and they do the thing they love on the side.”

And that’s 100%, unequivocally true!

I would say that MOST people are probably doing jobs they don’t love and then on the weekend they’re going and trying to figure out where their passion comes from. You know what? I’ve done it my whole life.

But today I want to ask:

  • How could you actually get there?
  • What if you wanted to be one of those people who does what they love?
  • What if you got PAID to do something you love?
  • How can you find a job you love?

Here are 12 steps if you want to know how to find a job you love. And–spoiler alert–it’s not only about finding jobs. It’s putting the job within a wider discussion of the life you want to live and what needs to be true for you to be living it.

If you’d rather watch this post than read it, here ya go! If you like to read keep scrolling! But just a warning, the video is a few years old 🙂

1. Decide what’s true

This seems abstract, but I want to start here. What do you believe to be true about the world?

There’s something that I learned from studying religion. Everyone’s idea of what is meaningful and what purpose should be is wound up into a whole bunch of beliefs and expectations that we have about the world–our worldview.

Religions are the obvious example of this. They give their followers a way to think through meaning. People who belong to a religion can conceptualize their identity in this box that kind of makes sense to them.

Sure, our society is less religious. But each of us has beliefs that dictate how we build purpose.

link to finding a purpose

This might be a political affiliation.

  • Maybe you love capitalism or maybe you hate it.
  • Maybe you think social welfare is the answer or maybe you think it’s a problem.
  • Some people love their hometowns, and can’t imagine living anywhere else. They want their town to prosper and the people in it to be healthy and happy.
  • Maybe you think businesses are the backbone of society, maybe you think non-profits are.

Name these beliefs you have about the world when you’re trying to find your purpose and live within them. If you hate capitalism, don’t go work for a hedge fund. If you love it, be careful about working for a non-profit.

Your beliefs will dictate where you actually find meaning and how you should devote your time to chasing that meaning.

Figure out what it is that you think is true about the world because your purpose and the work that you do and the job that you eventually get should somehow fit within that.

Your beliefs will dictate where you actually find meaning and how you should devote your time to chasing that meaning.

2. Figure out problems you care about

Everybody has a different answer for this. Some people want there to be a cure for cancer. Some people want to combat ignorance. Some want to see violence eradicated.

Some people have more local goals. Some want their local businesses to have ways to tell their stories online. Some want to have local, organic vegetables.

If we’re going to fit into work that feels like it has purpose, I really believe we should be working to solve problems that matter to us.

I started Roostervane because I really hate that students are graduating and don’t actually have any idea how to get a job or how to do something that they love with their degree.

So that became the problem that I devoted my attention and my effort to solving.

If you want to do work that is meaningful ask yourself what problem would you like to actually solve. If you could be a part of a solution to a problem, whether it’s a huge problem like world peace or whether it’s a small local problem like a supply chain issue, what would it be?

If there’s something that really bugs you, this can be a really good place to start. A lot of businesses are launched because of this.  

3. Decide the result you love

Last year, I interviewed like 150 people on subjects like workplace happiness and earning more. You know what I realized?

We all buy into this lie that your JOB has to be your purpose. Really, that’s bullshit. You need purpose IN LIFE. That might come from a job. Or it might not.

I interviewed this one guy who makes like $300k at a job that’s *meh*. And I realized that he loves the job. Not because of the work itself. But because it paid well, gave him flexibility, let him invest in his hobbies, and go out for dinner whenever he wanted without stressing about money.

He loves THE RESULT. He loves what the job gives him.

Before you get too caught up in finding work you love, it’s worth recognizing that there might be a result you love that’s worth it. Maybe that job isn’t your dream job, but it lets you work remotely so you can be a digital nomad. What if your job sucked but paid you to travel? Maybe that would be worth the tradeoff.

That’s cool

4. Find what makes you forget to pee

There’s a guy in my hometown who makes coffee. He roasts his own beans. He drives to another city to get the best beans imported.

He actually loves what he does.

When you come in for a cup of coffee, the passion that he has for every single cup that he makes literally spills over—haha, see what I did there?—and you can taste it in the product.

So the question is, why can’t you be like that? What would it take to figure out what you love to do and do it for a career?

Have you ever had those moments where you get completely into a zone? Experts call this “flow,” when you disappear into a project or your work and time seems to stand still.

When you do this, work is rhythm. It’s music. It’s the furthest thing from monotony.

It feels good, and we don’t want to stop. Even to pee.

how to find a job you love - don't stop to pee! (Simpsons image)

I felt this recently making an intro video for the Roostervane YouTube.

I’m really creative, and when I write an article or edit a photo time stands still. And I’m realizing it’s the same thing with video.

I made a new intro video in Adobe Aftereffects. It took me like 6 hours. And I didn’t get up, even to pee.

I got so into the flow I couldn’t stop doing it. I was so in the zone and I didn’t want to get up.

What is it for you that gives you that flow? What is the thing that gets you so engrossed in what you’re doing that you forget to pee?

I don’t know who first asked that question but it’s a good question to ask.

What is it that you get so deep into that that you can’t get out of it? That’s a really good place to start when you’re thinking about finding a job that you want to do.

Mihaly Csikszentmihalyi’s Ted talk about flow.

5. Identify growth points

There is probably already an area that you have flow in, but then the next question is, “What’s an area that you want to grow in?”

For me it’s business. I love business. I’m really trying to learn all the time how to get better at it, and there are a lot of different parts to that, but it’s something I can never learn enough about.

There’s something like that for you too, whether it’s learning to manage a project or make the best croissant.

We are fulfilled when we grow, so this should be an area we consciously identify our purpose in.

We feel this sense of fulfillment at pushing our own limits in terms of what we’re capable of and becoming a better version of ourselves.

Oprah Winfrey has a saying that I love:

“No matter what challenges or setbacks or disappointments you may encounter along the way, you will find true success and happiness if you have only one goal — there really is only one, and that is this: To fulfill the highest, most truthful expression of yourself as a human being.”

Oprah Winfrey, Harvard Commencement Speech, 2013

That’s the question to ask yourself. Where do you want to grow? What’s it going to take to bring you to that highest, most truthful expression of yourself?

6. Clarify your dream learning goals

I believe that learning is not limited to university. Learning is life! And constant learning and growth is the best way to live a life that has meaning and purpose.

When you pick a job, don’t pick something that you can do 100% of. Shoot for something that you’re 40-60% competent in. (I know, I know, someone needs to hire you first. I get it.) This way, you can get paid to learn! It’s one of the most rewarding experiences ever.

Or, you can teach yourself high income skills that let you move more towards the job you want.

7. Do the “lottery test”

I grew up in a town of people who were obsessed with winning the lottery. They were mostly blue-collar people.

And they talked about it all the time.

  • “When I win the lottery, I’m going to open a wood-carving studio.”
  • “I’m gonna retire to Florida.”
  • “I’m gonna golf all day.”
  • “I’m gonna open the best burger joint.”
  • “I’m gonna start an outfitter business to teach people how to fish.”

I don’t know about Florida or golf, but some of those things are actually jobs!

People dreamed about living the lottery so that they could work someone else’s job! That’s bizarre!

Whether the answer is that you want to flip furniture or do graphic design or start an online business or play the stock market, figure out how to make your lottery life your real life. Believe it or not, there’s a much better chance that you can give yourself your dream life than that the lottery will. And, by the way, you’ve got a better chance of becoming a millionaire with your own work than by winning the lottery.

An estimated 3% of American households have 1 million dollars in net worth. By that, we might argue that you have a 1 in 33 chance of becoming a millionaire at your own hands. You have a 1 in 14,000,000 chance of winning the lottery.

I like my chances of doing it myself better 😊

8. Do the “if I couldn’t fail” test

What would you try to do if you knew that you couldn’t fail?

Our fear of failure holds us back from a lot of things, and building something that we truly believe needs to be in the world is definitely up there.

You have an amazing dream. Something that the world needs.

And you think to yourself:

  • But it’s probably not going to work.
  • I’m not good enough.
  • What would people think?
  • What if I failed, would people laugh at me?

This type of thinking stops the greatest achievements of humankind. There are tremendous advances to our species that have never happened because of this type of thinking.

So if you have something to give the world, use this “fear of failure” question to figure out what the heck it is.

Then, figure out how to build it anyway! Everyone who does great things is afraid. The only question is whether you’re going to grow past your fear or let it define you.

9. Define your lifestyle non-negotiables

My life requires time spent in the outdoors. I love to be outside. It makes me happy. It rejuvenates my spirit.

Some people get energy from cities. Some of my friends who live in Toronto or New York feel at home in a big city in a way I’ll never understand.

So, for me, trying to build a career as a hedge fund manager on Wall Street wouldn’t actually fit my ideal life.

Figure out what your non-negotiables are in terms of the lifestyle you need to be happy.

If you want to retire to a yacht in the Mediterranean, you might need to do the hedge fund. If you want a simple life in a tiny house in the woods, you might come into town twice a week to work a shift at Starbucks.

Whatever life you desire is true for you, and it’s important to honor it when choosing a career.

I always imagined working from home, getting paid to do stuff online but also helping people. I thought about it as I rode a smelly commuter bus into the city—literally commuting 3 hours some days.

This isn’t my life.

So I thought about what I needed. I wanted to create something to help people that could ideally also bring in some revenue. I wanted something that was accessible online. I wanted access to the outdoors.

And, I wanted to build a company to help students launch amazing careers. I was so angry that people were doing degrees that were leading nowhere.

Everything came together with Roostervane.

10. Start job searching

So, if you’ve done some of this soul-searching. Now it’s time to do some job searching! The best place for this is LinkedIn. One of my favorite LinkedIn hacks is actually to go to the search bar, type in a skillset you have, and search by “people.” When you do this, you’ll get a list of people doing some amazing jobs!

Make a list of the jobs that look interesting and see if they match your skills.

linkedin tips & hacks - image of the search bar

Once you get some ideas, go check some jobs! If you have LinkedIn Premium it’s actually SUPER helpful for this, because it will give you jobs that fit your profile AND tell you if you’re a good fit for a job (ie. if your skills match)

linkedin tips - linkedin hacks - checking to see if your skills align (linkedin screenshot)

If you’re missing skills from LinkedIn Premium’s matching, it might just mean you need to add them to your profile!

11. Do some informational interviews

I discovered long ago that informational interviews are the secret to finding a job you love (and avoiding ones you hate). An informational interview basically just means sitting down with someone and asking them questions about their job! It’s research!

I made a video about doing them:

12. Try some stuff

A recruiter once told me that it surprised him that MOST people he’d recruited as new grads spent their careers in the first field they landed in.

It’s understandable for people to assume that they need to stay where they start, but… ultimately… it’s dumb.

If you really want to find a job you love, you might need to try some stuff and fail. I started my career as a youth pastor, went to school for too many years, became a policy analyst and realized I hated government, and moved into marketing.

There’s no one way to do this. If you find you’re not where you want to be, start making plans to change. It’s the ultimately secret to being successful, don’t be afraid to adapt!


So when you go through these 12 steps and figure out what is true for you and your world, what do you need to bring that life into existence?

  • Do you need a certain job to do it?
  • Do you need to create your own job, even if it’s something that doesn’t exist yet?
  • Do you need to build a network that includes certain people?
  • Do you need to go back to school?
  • Do you need to take a sales job to learn to sell?

You can start to create your own roadmap for getting where you want to be.

Maybe you want to open a bakery, and you need to learn to bake. Maybe you want to be a YouTube star and you need to learn to edit videos 😊

These are nine questions you can ask yourself if you want to know how find a job you love! Try them and let me know what you think! If you like the results, you can email me at chris@roostervane.com and tell me what dream you’ve decided to follow.

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