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Should You Quit Your Boring Job and Paint Full Time?

Should You Dump Your Boring Job and Paint Full-time? Blog Post by Christopher Gallego

Red Bartlett Pear  Oil on board, 6 x 7 in.

Christopher Gallego
Updated May 8, 2019    10 Comments

Sounds too good to be true, doesn't it?

The ultimate dream job.

A job where you paint all day, travel whenever you want, and are adored by thousands of fans.

You can even make a little money at it too.

What a completely idyllic lifestyle. It almost doesn't seem fair to everyone else.

Well then, how about it? Are you fed up with the 9 to 5 routine? Ready to quit the madness for a life of creativity and freedom?

If this notion is floating through your mind then let me share a little secret with you right now...

Painting full-time is a job.

A challenging, satisfying, personally rewarding job. Professional painters wouldn't trade it for anything.

But still a job. With no guarantee of success and less freedom than you'd expect. A job with many of the frustrations, disappointments, and occasional heartaches that jobs have. Sorry to be the one to break it to you.

And there's more you should know before jumping in:

The Art World in 2019

Few collectors have great eyes for art. They're busy, distracted people who can be blind to even the greatest talents. 

Small and mid-size galleries are fighting for their survival, leaving them more reluctant than ever to take on new artists. For the first time in decades, more galleries close each year than open.

Commercial portraiture is even tougher. The 19th century is long gone, and few people are willing to sit for their portrait anymore. Yet portrait clients still expect to radiate life on canvas.

This is an exceptionally lonely vocation. You're working by yourself most of the time, with no lunch meetings, no coworker support, and little meaningful feedback.

The price for living the life I have -for any serious, devoted person,
is that at times one must live alone, or feel alone.

Helen Frankenthaler

Photo by Tony Vaccaro

Creativity Isn't All Glory

Case in point: the words you're reading right now.

In 2012 I took up blogging as an enjoyable pastime. Writing what I felt like and when I felt like it.

In 2017 blogging became a job. Which means writing every day–same time each day–regardless of mood. Covering topics that interest readers first and myself second, and trashing most of the drafts.

Still enjoyable, but it can also be a grind sometimes.

Painting is no different. It's a wonderful activity that can deepen you while removing stress from your life. But an unpredictable career path that will bring a new dimension of stress into your life. The internal and external pressure to produce, exhibit, and sell, continually, can be exhausting.

And the bad news?

It won't necessarily make you a better artist. Because the market will either tempt or force you to repeat your successes, which can cause you to go stale, mighty fast.

Still interested?

Wonderful! Read on then, because here's what your new job entails:

Becoming Frighteningly Good

Let's focus for a moment on just two approaches you can take with your output:

The First Approach is to crank out a bunch of appealing, affordable works of art that will beautify people's homes. It's a perfectly sensible approach that some artists do very well with.

Except there are countless artists all over the world doing the same thing. Emerging artists from developing countries are practically giving their stuff away. Competing with that kind of crowd will be tough.

The Second Approach is to devote 80% or your time to getting good. But not just good–impossibly good. Producing museum-quality art, and pricing it higher (remember, we're talking livelihood here). This puts you in a completely different category, and some interesting things start to happen...

Your images start going viral. Collectors begin stalking you, some of them actually fighting over your pieces. Contemporary master Ran Ortner can't meet the demand for his work, simply because nobody else paints like him.

Tips for taking your skills to the next level can be found in 5 Unusual Habits to Keep You Growing Artistically (See habit #2).


Whoa.  The whole point in becoming a painter is to quit my boring, dead-end job.
Why would I want to find another boring, dead-end job? 

Because this is an expensive habit.

You'll need a studio, supplies, equipment, frames, possibly storage, and more. Fine if you have a financial cushion, but there's still no telling when your art will support itself, let alone you.

Lack of a steady income, a.k.a."that day job",
killed my creativity
faster than anything else.

Carrie Lewis

The good news is that work that's right for you can actually fuel your creativity while paying the bills.

Teaching and gallery work are the obvious choices.

I've also known career artists who loved their side-gigs as personal trainers, interior designers, even farmhands. Take a lesson from our cousins in the acting profession. They audition all day, then do what it takes to keep it going.

Learning Damn Near Everything

Collectors ask questions, and they expect meaningful answers. It's their way of assessing you. If you respond with a bunch of hemming and hawing you'll lose their confidence.

One of my favorite painters knows everything about everything–art history, conservation, architecture, the molecular structure of paints and solvents–you name it. And he's one of those guys you just hate sometimes.

Because he's a walking encyclopedia and supremely talented. So it's no surprise he's got a mile-long waiting list for his works that sell well into the six figures.

A Little Soul-Searching

Funny thing about human nature is how we can get tired of anything—that dream career, that dream home, that dream relationship (Oh, you again).

Drinking Margaritas on the beach sounds like fun, but do it every day and even that can get old.

I'm not trying to discourage anyone. You could be a smashing success right out of the gate, as many artists are. The starving artist archetype lives mostly in the minds of people who've never actually known one. The truth is that some of the savviest businesspeople around are painters, sculptors, or photographers.

Christopher Gallego Blog Post: Should You Dump Your Job and Paint Full Time?

Gerhard Richter

Kino Lorber Films

Just know that the carefree, stress-free, life of creative expression is a myth. Some art business gurus will tempt you with such a life so they can get your money and quit their jobs.

Loving This Work

That all said, in my experience, there's only one enduring motivation for painting full time...

And it's that nothing else makes you feel more alive.

Not traveling, not hanging out with friends, not making lots of money. You'll probably have to cut back on those very things for a while.

But if the feel of a paintbrush in your hand sets you on fire, if you'd rather be at the easel than anywhere else in the world, then yes, you should seriously consider making this your life. 

Because creating art is noble.

You'll bring inspiration to the world.

You'll learn and grow all the time.

You'll be thought of as special. Because you are.

There are some definite challenges to this life. Chances are you'll be tempted to quit, and probably more than once.

But if you manage to stay with it, the challenges will be worth the satisfaction of having the courage to pursue your passion, and the resourcefulness to make it work.

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10 thoughts on “Should You Quit Your Boring Job and Paint Full Time?

  1. Over the years I’ve finally shed my insecurities and allowed my love for art making to express itself fully, making myself able to say: it takes what it takes. Doesn’t matter what I have to do to stay afloat: painting Is worth sacrifices, and that can include a day job.
    The best solution I’ve found is a seasonal job (temp work) so I can concontrate fully on painting for about 9 months, then work for a season. Cycles 🙂
    Anyway, thank you Chris for another thoughtful, generous article.

    1. Yes, Leah, have a look at this post that offers some practical tips for getting better. Pay special attention to #2– the “Do the Impossible” tip.

      Also, try to work every day, same time each day so that it becomes a habit. 20 hours a week, minimum.

      Good Luck!

  2. Thanks for keeping it real! So you are saying I shouldn’t quit being a psychiatrist? DARN!! I believe the phenomenon your article addresses is “hedonistic adaptation”-it ruins everything! We are hard wired to be momentarily satisfied and then to keep striving for more…

  3. Not remembering where I found your art and now your blog . . . but then again at 74 I only remember what is important for survival . . . which is basically what your post is about and applies to most of life.

    I remember my parents giving me the “starving artist” lecture and consequently only periodically dabbled in art. I really never drew, painted, until retirement at 70.

    Art, now, is learning another way to understand and experience the world I see – literally, figuratively (pun intended) and creatively.

    Thank you for helping me reflect and focus on my “why” rather than the “how”.

  4. You could have written this for me, Chris. I always find your thoughts to be insightful and accurate. I quit my job about a month ago, knowingly setting myself up for some stressful days. I’m working my way through and continue to focus on building skills and doing the best work that I can. But it’s not without challenges, as you mentioned. Thanks for keeping it real, as you always do.

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