"Drink your own Kool-Aid" - John Westenberg

Believe your hype. Nobody else is going to.

Why you’ve got to drink your own Kool Aid.

This isn’t me saying that if you just believe in yourself, you can do anything. Because statistically speaking, that is patently untrue. Believing in yourself isn’t the positive secret that you’ve been waiting for, and it’s no guarantee that you’ll wind up happy as a clam with everything you want.

Believing in yourself doesn’t make dreams come true.

But the reverse is absolutely true. Because not believing in yourself is a sure way to fail, not believing yourself is like making an absolute promise that there’s no way you’ll ever succeed.

Drinking your own Kool Aid is about having absolute confidence and commitment in the face of any odds.

Confidence is something that people think you’re either born with or you’re raised with, and if you didn’t luck in enough to be in either of those categories, you’ll never be lucky enough to command a room with your own belief in whatever you’re doing.

I don’t believe that’s true. I think confidence can be taught, it can be learned, and it can grow organically. I think that because when I was a kid I had zero self confidence, as a result of struggling with a speech impediment and being bullied, mocked and derided for not being able to open my mouth and speak coherently.

15 years later, I can get up and talk to couple of hundred people without freezing or freaking out, and I can push and pull them towards every point I want to make, and it’s not perfect, and sometimes I stammer and sometimes my speech problems resurface, but I get it done. And I help people, and they find value in what I do. That’s confidence that I’ve hammered into myself through years of working and trying and building.

Through years of drinking my own Kool Aid by insisting that I had what it took to get up, over and over again, and speak. Insisting I had what it took to write, and start a business, and scream into a mic in a shitty punk rock club. I’ve been drinking my own since I was a teenager, and it’s given me the drive I need to get out there, get mean, and get shit done.

I know there’s a popular idea that arrogance and pride are a bad thing. We’ve pretty broadly shoved them all into the category of Hubris, as if believing in your work and its power is somehow akin to mounting the walls of your enemy’s Fortress and shouting that not even Zeus can stop you. The thinking being, sooner or later you’ll be struck down by a lightning bolt…

But I don’t think we should hide from our work, hide from the way it makes us feel, hide from our own belief in ourselves.

I wrote about this for the first time yesterday, and I think it deserves being explored more. I think there’s too many people out there who never muster up the courage to believe wholly in themselves and their work.

They don’t advocate for themselves, they don’t cheer for themselves and when the chips are down they look in the mirror and they look their own reflection in the eye and say, “I knew it wouldn’t work.”

And I don’t know about you, but I can’t see that as being a positive way to do fucking anything. If you’re trying to create something, you’ve got to be drinking your own Kool Aid. You’ve got to be your own true believer, an absolutely dedicated fan of your own work who will stand by its worth and strength and value.

 We make fun of Kanye West for his tweets about himself, but I admire the fact that he drinks his own more than any other artist, celebrity or entrepreneur that I’ve ever come across. He does take it too far — he veers into arrogance more than I’d ever be comfortable with — still, there’s a few things you can learn from him.

Is he the best role model for frugality or management techniques? Probably not. But his confidence and self belief are contagious. There’s very little doubt in my mind that Kanye can do almost anything he really wants to. He’s that focused, that driven, and that buoyed by his own self worth. I admire that in a hustler. So do a lot of other people.

Right now, you’re probably still thinking that I’m advocating for arrogance, that I’m a big fan of being a massive prick, reeking of hubris. But let’s flip the concept a little.

Imagine you’re a investor with a few million bucks and you want to invest in a startup. Let’s say you’ve narrowed it down to two companies, and you’re trying to decide between ’em. Let’s say they’re both roughly equal in their value, their market fit, and their capabilities.

Who are you more likely to invest in, the guy who shuffles his feet and says “I guess” instead of “I know”, who’ll tell you that he ~thinks he has a good shot?

Or the woman who says she’s going to make it. She’s got what it takes. She’s 110% sure about what she’s doing and why. She believes in her product, her company and herself.

There are people out there who are always going to call that arrogance. And they’ll say that humility is always a better path than having tickets on yourself. But I’m not one of those people. I believe in people who believe in themselves. Those people can inspire, they can lead, they can build.

This doesn’t apply solely to startup founders. It’s the same advice if you’re a musician or a writer. I mean hell, it’s probably going to apply if you’re working in an office job and you want a raise, you’re not going to get it if you don’t back yourself.

Life is about rolling the dice, and it’s all a gamble. I don’t have the knowledge that I’m going to win at anything. But I have the belief that I’m good enough to win, that I’ve worked hard enough to win, and if anyone asks, that’s what I’ll tell them. You can call me proud, and you can call me a tool, but you’ve got to admit that I’m not scared to put myself out there.

Take this quote out for a spin and see how it feels:

Confidence comes not from always being right but from not fearing to be wrong. — Peter T. McIntyre

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I’m a writer, a speaker, and a social media entrepreneur. Appeared and published in Business Insider,, TIME & others. Read more


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Rick Kitagawa's 3 Reasons Artist Don't Make A Living off of their art.


There are really only three core reasons why an artist fails to make a living off of their craft. You might think there are more, but all of them all boil down to three things, and chances are, if you’re unhappy with your career as an artist (or don’t have one yet), you can probably blame one of these three reasons.

1. Not enough practice.

The hard truth is that maybe you just haven’t put in the mileage yet. Most “successful” artists (and I put that in scare quotes because success is really in the eye of the beholder) have put in that time and effort. It may not seem like it, but remember the volcanic island — it takes a while to form anything that solid.

Good art usually takes time. And if it doesn’t take time now (like an artist who can paint very quickly), it took an investment of time. When I do a demo for a company and paint a full portrait in maybe 40–50 minutes, while that looks easy, the hard part was the years I spent practicing before I could get my speed up like that. And that’s not to say that all good art is representational.

Good art, whether it’s due to technical finesse or color theory or composition or any of the above, comes from an investment of love and time and practice. If you’re not happy selling enough art, you may have to look hard into the mirror and figure out if you really have the skills to execute professional level work. Unless you’re going into modern art (preserved sharks and the like), there’s no amount of business savvy that’ll save an artist who hasn’t spent the time to fully develop their skills.

That said, remember that you don’t need to be a superstar to get work. A mom and pop sandwich shop doesn’t hire Oglivy and Mather for their advertising — they probably can’t afford the advertising giant for one, and plus they don’t need a world-class ad agency. They probably need some advertising student who can build them a website and run a local promotional campaign to bring in more foot traffic.

As long as you can provide value, you can work. If you’re not a 9 or 10, but a 4, you still have more skill than a 1. So while I know that myself and everyone else will tell you that you have to master your craft, that’s really if you want to work for the biggest in the industry. You have to be a 10 to work for another 10. You’ll get to be a 10 eventually, but you need to put in all that time and effort working for 4’s, and 5’s, etc., etc. before you get that 10.

2. Lack of knowledge

This one is what most artists think they suffer from. Ignorance of the art world, business basics, and how to present and sell oneself and one’s artwork can be a huge barrier to commercial success. There is such a plethora of information that is available online, in books, and in free workshops and seminars and events all over — there really is no good excuse for not learning this stuff.

Okay, so this part comes a bit easier to me, as I really enjoy learning about psychology and sociology and marketing and all that sort of thing. But even if you don’t enjoy it (and even I don’t enjoy ALL of it..cost-benefit analysis…shudder), you have to realize that it’s crucial to really standing out from the crowd.

There are so many artists out there who are talented and have put in the mileage to really hone their craft, you need something to stand out. Whether that’s knowing your niche and understanding how to speak to it, whether it’s creating a snazzy look book and price sheet for wholesalers, or whether it’s as simple as knowing how to do your research before applying for a job, learning the business skills can help you make a living off of your art.

This is why I teach business and entrepreneurship at the Academy of Art. As an alumnus, I know how amazing the art instructors can be. They took this smart-ass 22 year-old who hadn’t drawn for 10+ years, and turned me into a painter, printmaker, illustrator, and draftsman who gets paid to fly around the country and talk about making art. That said, a lot of the really skilled classmates I had aren’t really working in their field.

There are super talented artists, but their complete ignorance of how to present themselves shoots them in the foot again and again. And this kills me, because I know they have a unique gift to share with the world, and it’s being stifled because of a lack of knowledge of how they should showcase their art.

That said, this is also a relatively easy problem to solve. There are a lot of online resources, and learning to take some time on the weekend or in the evening or whenever to read a new book or watch some videos online can do wonders. Ask your friends who you look up to what resources they recommend.

Don’t forget, however, that you could just be overly critical of yourself. Maybe you already know what you need to know, and don’t let yourself sink into a self-improvement spiral, where you’re constantly chasing new information just to chase it.

3. FEAR.

Yes, Fear even got itself written in all-caps. I would argue that this is the reason why upwards of 75% of artists give up or never pursue their passion. This is the reason why artists don’t get the opportunities they deserve, or the rates they need, or the clients they want.

Are you an artist who procrastinates? Either that’s actually your internal compass telling you that whatever it is you’re doing isn’t what you NEED to be doing, or it’s fear. If you’re looking at your blank canvas and you think, “Ugh, I should paint,” but then you go play video games? That’s fear. If you’re procrastinating writing that paper, it could be you should just be doing something else, but it could be fear also — fear of having to go outside of your comfort zone, of having to write in academic English that you never were really taught, of potentially “looking dumb.”

Conveniently forget about that deadline for the Call for Entry? You made yourself too busy to focus on the application, and then you figured “well, the application isn’t strong so I won’t get in anyway?” That’s probably fear of going after what it is you really want.

Fear is the bane of all artists everywhere. It’s the voice in our head telling us that we’re not good enough, or that other people are better, or that we’ll never be able to make it as a successful artist. Fear is what keeps us hobbling along, too scared to ask for help, or find a mentor, or even from making art.

Rejection is scary. I get it. As an artist, I know that every piece you put out is personal. When you upload that new painting to Instagram or Facebook or Tumblr, you’re just DYING to get more likes. We don’t stop to think about the nuances of social media, or how likes and hearts and upvotes and whatever don’t correspond to good art — they correspond to popular art. No one wants to feel like the misunderstood artist. We all want love and affection and for people to like our art. It’s okay to want people to like your art — art is such a personal creation that we can’t (nor shouldn’t) disconnect our art from who we are. That said, we have to remember that while it’s always okay to sell your art, it’s also okay to create art that doesn’t sell.

The tricky thing about creating art is that even though we’re scared, we have to keep putting ourselves out there if we want to make a living off of our art. We have to keep selling, to keep creating, to keep posting, and after time, you will find that audience that cares about your work.

In sales, it’s often talked about that you have to get at least five “no’s” before you get a sales prospect to say “yes.” However, 80% of sales people give up after four “no’s.” This is why resilience to rejection is so important. It’s artists applying more than ten times at an animation studio before they get hired. It’s artists applying to a juried, annual show every year regardless if they ever get in. It’s artists who are willing to go the distance, work really hard, and never give up, even if they have to work two retail jobs to pay the bills in the meantime.

So the trick with fear is that even if it’s scary, you just have to push through it. You can try and acclimate yourself slowly — if you’re scared of talking to new people, just try to strike up conversation with a cashier when you go grocery shopping. They are supposed to talk to you, and there’s a time limit on the conversation so if it doesn’t go well, you just pay and leave. If you’re scared of submitting to the biggest illustration contest in the country, maybe try submitting in a local art contest. Baby steps, everyone, baby steps.

What about circumstances outside of my control?

Well, that’s just it. They’re circumstances outside of your control! You can’t force a book publisher to publish you, or a studio to hire you. No one can guarantee you’re going to win an Oscar, or have a sold-out gallery show at a certain gallery. But what you CAN do is take hold of what you DO control. Make good work and share it with the world. Be open to learning things that are foreign to you. Read books. Watch tutorials online. Never disqualify yourself before entering the race. Try new things. Put yourself in scary (not dangerous) situations that push the boundaries of your comfort zone.

Before I take on any coaching clients, I always ask them one question. “If I told you that you wouldn’t be successful for the next ten years, would you still make art?” If they love their craft enough, they’ll say yes. And it’s the people who say yes that I know are the ones who are NOT going to want for success — because if you love your craft enough to keep doing it regardless of the external motivators, then that resilience is what is going to keep you going year after year, through the ups and downs that every career has.

So just keep on working. Keep on putting yourself out there and dare to challenge the world and learn and play and make some cool-ass shit. I can’t wait to see it.

Rick Kitagawa is an award-winning visual artist, storyteller, and arts educator. He has taught hundreds of students how to break into the industry, land their dream jobs, and make a living off of their art and is the creator of Lift Off Art


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