How to find a job you love: Land a dream job that brings both joy and money

Do What You Love, the Money Will Follow In 1987, Marsha Sinetar published Do What You Love, the Money Will Follow, a popular book about finding your dream job based on your passions. She urged readers to “follow their own hearts to the work of their dreams”.

Sinetar is a proponent of what she calls Right Livelihood: Doing your best at what you do best.

“Each of us, no matter how ordinary we consider our talents, wants and needs to use them. Right Livelihood is the natural expression of this need,” she wrote. “When we consciously choose to do work we enjoy, not only can we get things done, we can get them done well and be intrinsically rewarded for the effort. Money and security cease to be our only payments.”

“Do what you love” sounds like a great idea — who wouldn’t want a dream job that was both fun and paid the bills? — but as many people have pointed out over the past thirty years, it’s generally poor career advice. When folks cling to the belief that they’ll have no trouble if they do what they love, they run the risk of not being able to make ends meet.

One obvious problem is that not everything you enjoy doing can generate a reliable source of income. I like videogames, for instance, but I’ll never make big bucks playing Hearthstone. It’d be foolish to try.

A few years ago, career columnist Penelope Trunk put it this way: “I am a writer, but I love sex more than I love writing…I don’t sit up at night thinking, should I do writing or sex? Because career decisions are not decisions about ‘what do I love most?'”

There’s another problem that’s seldom mentioned. When people do manage to find what they think is their dream job, to make a career out of what they love, they frequently lose enthusiasm for the very thing they once valued. I’ve experienced this first-hand.

When I started Get Rich Slowly in 2006, I was working as a salesman for the family box factory. I didn’t like my day job, so blogging was a fun escape. Eventually, I made enough from blogging that I could quit my job selling boxes to write full time. I was going to do what I loved! Awesome, right? In many ways, it was awesome — but it also quickly became a curse. Writing went from a fun escape to a tedious chore, a slog instead of a joy. (That’s one reason I sold this site in 2009.) When I repurchased the site last fall, I thought long and hard about how to avoid falling into that trap once again. (So far, so good!)

Having said all that, I don’t think it’s bad to seek your dream job. In fact, I believe it’s a worthwhile goal — as long as you have realistic expectations (and can be patient). The challenge is to juggle what you’re good at, what you enjoy, and what people will pay you to do.

The Intersection of Joy, Money, and Flow

In 2016, my friend and colleague Chris Guillebeau published a book called Born for This: How to Find the Work You Were Meant to Do.

“There’s more than one possible path to career success,” Guillebeau writes, “but you want to find the best one — the thing you were born to do.” He says that this “best path” is located at the intersection of joy, money, and flow.


  • Your work should make you happy. Similar to Sinetar, Guillebeau believes you should enjoy what you do for work. In a way, it’s like the Konmari Method of organization, which argues you should own only things that “spark joy”. Guillebeau seems to be saying that ideally your work will “spark joy” too.
  • Your work should make you money. It’s no good pursuing your passion if nobody will pay you to do so. You need to be compensated for your efforts. Fundamentally, your work must support and sustain you.
  • Your work should tap your talents. Your career should involve something you’re really good at; it should allow you to put your skills to good use.

A perfect job — and there may be more than one “perfect job” for you — can be found where joy, money, and flow come together. An illustration from the book might help you visualize this concept:

The Joy-Money-Flow Model

The key, of course, is actually finding work at the intersection of joy, money, and flow. It’s one thing to talk about wanting this sort of perfect career, but it’s another thing entirely to discover a job that sits in the sweet spot. That’s what Born for This is all about.

Clarification: I don’t like Guillebeau’s use of the term “flow” in this context. It doesn’t match the psychological definition, so it creates confusion rather than clarity. Instead of “flow”, I think it makes more sense to talk in terms of talent or skill: Your ideal job(s) can be found at the intersection of joy, money, and skill.

How to Find Your Dream Job

Born for This by Chris Guillebeau The bulk of Born for This — roughly 250 pages — teaches readers how to identify possible dream jobs, and how make those dreams come true. Guillebeau covers a lot of ideas. Let’s look at a few of my favorites.

Expand your options — then limit them

To help find work you were meant to do, Guillebeau advocates drawing up a large list of career possibilities, then pruning that list to a handful of dream jobs. Based on concepts in Born for This, I’ve created a simple exercise that I think can help provide direction for those who feel lost in their careers.

  1. First, get clear on your purpose. Before you complete the rest of this exercise, be sure you’ve created a personal mission statement to guide your decisions. (Need help? Here’s a free PDF describing my method for finding a mission statement.)
  2. Next, spend fifteen minutes brainstorming a list of possible careers. At this point, it’s important that you don’t self-censor. Go crazy! List anything and everything that you could do for work. If you’ve always wanted to be an astronaut, put “astronaut” on the list. I’m serious. Write down whatever comes to mind, no matter how impractical.
  3. Now, limit your options. This is the time to be rational and practical. Go through your list and remove anything that doesn’t spark joy. Remove anything that doesn’t seem like a source of income. Finally, remove those options for which you don’t have the talent (or for which developing the skill would be impractical).
  4. Lastly, choose your five favorite options from those that remain. (If you have fewer than five, that’s fine.) Rank these dream jobs from top to bottom based on any criteria you choose. These are the career options you should pursue long-term.

Once you’ve made your list of dream jobs, learn more about these fields of work. Develop the skills you need to pursue these professions. Schedule informational interviews with people who do the kind of work you’re interested in doing. Over the months and years ahead, use this list to plot your career path.

Master the Right Skills

If you want to improve your marketability overall — not just within your field — Guillebeau says it’s vital to “improve the right skills”. If you boost technical skills specific to your field, that’ll help you climb the career ladder for your current profession. But if you strengthen universal “soft skills”, you’ll not only become a better employee but a better person overall.

Useful universal skills include things like:

  • Writing ability. If you can express yourself with pen and paper (or with keyboard and pixels), you’ll always have opportunities. Companies of all sizes need employees who can help them communicate.
  • Public speaking. If you’re able and willing to talk to people — especially groups of people — the world is your oyster. I know a handful of folks who are masters of public speaking, and they’re essentially able to pick who they work for and name their salary. Not kidding.
  • Negotiation. When you learn to negotiate, you can use this skill not only to help yourself but also to help your employer. On a personal level, you can use negotiation skills to increase your salary and obtain additional benefits. On a business level, you can put this into practice by getting better prices from suppliers — or convincing customers to pay more.
  • Follow-up and follow-through. Do what you say you’ll do, and do it well. No matter what job you choose, the ability to keep your commitments (and even to exceed expectations) will make you a valuable employee.
  • Tech savvy. Get up to date (and stay up to date) with modern technology, whether that means learning to use a smartphone or teaching yourself how to work with social media. People who know how to use the latest tech are always in demand.

These soft skills will help with anything you choose to do, whether in your current field or an entirely different career. Plus, most of them will come in handy for life outside the workplace.

Become Indispensable

There’s no doubt that Guillebeau favors self-employment. Much of his own career has been built on helping others start small businesses. All the same, he understands that not everyone wants to work for themselves.

However, if you’re an employee you can still act as if you’re a small-business owner. “You are self-employed one way or another,” writes Guillebeau. “Even if you’re earning a steady paycheck, you are essentially self-employed in terms of being responsible for your career.


Whether you work for yourself or work for somebody else, you are 100% responsible for your income. Most people approach their careers passively. If they have a job, that’s good enough. They do little (if anything) to improve their skills. They do the bare minimum that’s asked of them. They don’t bother to bargain when they’re hired or given a performance review.

Because you’re reading Get Rich Slowly, you are not not “most people”. To use the terminology of my previous site, you are a money boss. You take responsibility for your personal life, for your financial life, and for your career. You understand the importance of managing your career as if you were managing a business. Part of that means becoming indispensable to your biggest client…your employer.

Note: For more on this subject, see yesterday’s article about how to grow your career.

There are two key facets to becoming indispensable:

  • Improve education. Education has a greater impact on your work-life earnings than any other factor. You should always be learning, whether it’s for yourself or your employer. Go to conferences. Take classes at the community college. Read books related to your field. Take time to learn what other people in your office do. Master the “soft skills” we talked about earlier, but pick up technical knowledge too. Remember: The more you learn, the more you earn.
  • Exceed expectations. The vast majority of workers do only what’s needed to get by. (Some don’t manage that!) They don’t take the initiative to learn and do more. An indispensable employee does more than she’s asked. She doesn’t wait to be told what to do; she knows what needs to happen next and she does it. She sees problems and solves them.

Take your career seriously. Your job isn’t a place to kill time or tread water. It’s important. Even seemingly trivial jobs are a chance for you to get ahead, and can eventually lead to work you were meant to do.

During my sophomore year of college, I had a work-study job with the campus Summer Activities department. Every afternoon from four to five, it was my job to answer the phone after my boss had gone home. And that’s all I ever did. I never showed much enthusiasm for the job. I only answered the phone. (And worked on my homework.)

Another student had the same job covering the phone before my boss got to work in the morning. Unlike me, however, he did more than he was asked. Much more.

Neither of us knew it at the time, but our boss held a lot of clout on campus. When the other student applied for a plum job with the admissions office, she pulled strings to help him get the position. When I applied for a job I really wanted with the residence life department, I didn’t get it. I found out later that my lack of initiative in what seemed like a meaningless work-study job had played a huge role in their decision not to hire me.

The other student had made himself indispensable, and it paid. My lackadaisical attitude held me back.

The bottom line? Whether you’re looking for your dream job or not, be your own boss — even if somebody else can lay claim to that actual title. Be so good they can’t ignore you. Do this and doors will open up for you.

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There are 16 comments to "How to find a job you love: Land a dream job that brings both joy and money".

  1. BusyMom says 19 January 2018 at 08:27

    At one of the discussions at work on how we could make our jobs more fulfiling, my boss put a damper on the whole thing saying, “I have weekends and evenings to work on what I truly love”. Everyone nodded, dispersed. Somehow, it made me more depressed – I spend most of my time on my work. Why should what that be something I don’t like as much? That was one of my triggers for my journey towards early retirement.

  2. S.G. says 19 January 2018 at 08:56

    This is an interesting perspective, but I disagree. I’m sure you’re aware of Mike Rowe’s position on “do what you love” and I think rather than try to find something that brings you “joy” you should aim for a lower hurdle of what you don’t hate. In fact something you don’t hate, but you’re not emotionally invested in, might be the best spot to aim.

    I am also unconvinced that this is the path to happiness as people are notoriously bad at projecting what will make them happy. We think that sex and sleep are our favorite things and we’d live a life of bliss if our fairy godmother would just grant us the ability to do them all day every day. When in fact it is often slogging industriousness that we NEED. Just like exercise can be very uncomfortable and eating well doesn’t mean ice cream and cake.

    I believe the two things that make a job worth doing are:

    a) A feeling of some sort of power over the situation. In some cases this could simply be a big enough savings account that you could quit and have a few months to find a new job. But hopefully it means a sense of being entrusted to make decisions.

    b) Accomplishing goals that have value. These goals should be ones that please your boss and you. And preferably get you some level of esteem from your peers.

    That’s it. Fulfillment comes from believing in the value work you do, not loving it. And from accomplishing something that’s appreciated. The septic guys I know don’t love their work, but they see the value of it and are therefore fulfilled by their jobs. And the couple of people I know who were supported in their sex and sleep goals wound up bitter and hateful.

    • Wesley says 19 January 2018 at 09:53

      This is extremely deep and thought-through. I’ve re-read this comment a few times.

      I’m a big fan of Mike Rowe, and I thought about him while reading the article, and I agree with what you’ve said here. I’ll be taking this to heart, and thinking it through in the coming days.

      I’m glad you wrote this. Thanks!

    • Wesley says 19 January 2018 at 09:59

      To clarify: This article was well-written and supported. To come out against many of its tenets, and to do it in just a few, short sentences is something I can respect. Bravo

      • J.D. says 19 January 2018 at 10:56

        Shara’s comments are always excellent. 😉

        • S.G. says 19 January 2018 at 13:04

          Aw, you guys are making me blush. Thank you for your kind words.

    • Michael says 19 January 2018 at 17:41

      I really agree with this and I think also you don’t know what you love. Like currently I wanted to do x but, recently I have been doing y while I dont love y. Maybe I am better than most at it and can leverage it in the future. I think honestly the whole love thing is what has my generation so screwed up. It should be do something you are good at and like you said you dont hate.

  3. Jason@WinningPersonalFinance says 19 January 2018 at 09:42

    “The key, of course, is actually finding work at the intersection of joy, money, and flow.” This is so true. It’s exactly why I’m focused on becoming a financial advisor. I think that career will help me find joy and flow right away. Considering I’m a mid-career professional a career change will probably decrease the money for a while. Maybe the love and passion I put into it will somehow make the money thing work out. For now. I’ll study and save so I can take less money down the line in hopes of finding my dream job.

  4. Steveark says 19 January 2018 at 10:49

    I always felt like a unicorn when this topic came up. I interned at the only place I could find which happened to be in my home state, then turned down several other job offers to go to work there when I graduated with my engineering degree. I had a goal of running the place by the time I was 40 and by age 41 I was the boss of that facility. My whole career until I early retired I loved Monday’s because I got to go to work. It always felt like an insanely enjoyable hobby where I got paid to solve problems, mentor others and travel to fun places, sometimes on a corporate jet. I loved my nonwork time too and had more hobbies than I could manage and a great marriage and three kids. But all through my career I’d ask other people both at my plant and other companies what their view of work was and it ranged from “meh” to “hate it”. I only had a small handful of people that seemed to feel the way I did about my job. I think I just got lucky, I don’t think I’m special, I think it is kind of like the lottery, a few people will win but most don’t. I don’t even know if it makes sense to pursue that level of fulfillment at work, it might be like just buying more lottery tickets, all that insures is wasted money.

    • Kristen says 19 January 2018 at 14:31

      I suspect a naturally positive attitude and outlook has something to do with your experience! What a great way to be a ‘unicorn’ in life!

  5. Jared @ MrFiGuy says 19 January 2018 at 11:55

    I love the point that was made in the TED talk about surrounding yourself with people who encourage and help you achieve goals and think bigger. It is very true!

    When searching for a good career fit, I think it’s also good to emphasize the power of trial and error. I know I have done quite a few of these mental exercises to ‘find the job I was meant to do,’ and while those have been helpful at finding ideas, they haven’t been nearly as helpful as trying out side projects or reading books on topics I want to learn more about. Sometimes, thinking about how wonderful a certain career would be is very different than the realities of actually doing it.

  6. Joe says 19 January 2018 at 21:43

    I read something last year that changed my view on this whole topic.
    Just follow your success. If you’re successful at something, you’ll most likely come to love it or already enjoy it. I was successful at my job for a while because I liked what I did. Once the job changed, I became less successful and didn’t enjoy it as much anymore. Eventually, I moved on to something else that I was more successful with.

    Doing what you love is okay for a while, but it’s much better if you’re successful at it.

    Learning good skills is a very valuable advice. I wish I knew that when I was younger. Now, it’s more difficult to learn.

    • freebird says 20 January 2018 at 20:16

      This. Do what you’re good at and the passion will follow.

      Learning new skills that are critical to your current employer is one way. Another way is finding the projects where your existing skills are most in demand.

  7. lmoot says 21 January 2018 at 18:05

    I stuck with “do what allows you the mental energy and fortitude to do what you love”.

    I am a homebody. I love hanging out with family and my pets. I am big into audiobooks, love watching long running sitcoms on Netflix, and in my days off I hike. My full time job is easy enough that I can do these things even while working and still be an excellent employee. I love to travel also, so the only thing I wish I had, was more vacation time.

    I work part time doing what I love, being that it’s something I would do for free. I have found though that sometimes it becomes monotonous, and there are days where the magic of what I once loved is a little bit less. There are still many good days, enough that I’m sticking with it. But there is the risk is that if you do what you love, you may start to not love it so much anymore. There are many things that I enjoy doing it, that I absolutely do not want to turn into an obligation.

  8. Jaime says 01 February 2018 at 02:11

    I do believe in making money from our passions. More than any other time in history you can most certainly do that. Social media has cut out many gatekeepers especially in the art, handmade, and crafts marketplace.

    A lot of people learn business skills in order to do what they love. People don’t learn business skills because they love business, they learn business skills so they can keep doing what they enjoy. So it is possible, but it will take a lot of work.

    There are a lot of people in this thread and offline who think its dumb to make money off what you enjoy. I don’t think so. It doesn’t come easy and you better have a day job while you do that on the side. It is possible though and you never know until you try.

    Also it depends if your passion is profitable, the marketplace and what people are willing to spend. It’s not impossible but there is a lot of work involved. =)

  9. Andrea says 01 April 2018 at 15:20

    When “Do What You Love and the Money Will Follow,” came out, I was living in Berkeley and I took it as gospel. After decades, I woke up and found if you do what you love, you will have the satisfaction of doing what you love. I have had that satisfaction. However, money is not necessarily correlated. Having money flow requires you learn about how money works, and do your best with it. I’ve been studying personal finance for a few years and that helps with money. But good god, if you’ve gotten to the level where you’re reading the comments, please, for my sake, don’t buy into the title “the money will follow.” It’s balderdash.

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