
I’m back in the studio, knee deep in a series of oil paintings.
And I’m really enjoying working with the fantastic malleability of oil paint. You can push it around, layer it thickly, and enjoy a long working time and soft, smoky blends.
But.
Even as a seasoned oil painter, when I’m sorting out my brushes, choosing paints and deciding on mediums, the sharp reality hits. Lack of preparation, a few poor habits, and rose-tinted expectations could easily counteract your efforts and enthusiasm.
Here are 7 Oil Painting Truths, so if you encounter any of them, you can smile and dust yourself down instead of letting them derail you.
1. You will get messy, drop paint, and get oil paint in areas you never realised you could.
I’ve found that no matter how careful you are, you will undoubtedly get oil paint on your hands, your brush handle and then get it on your top!
Wearing rubber gloves can improve your clean-up process, and I’d advise wearing an apron or an old shirt. Knowing that you will get it somewhere and being prepared for that.
Also, make sure not to eat or drink in that area, just because the oil paint will turn up where you least expect it. So the more dedicated space you have, the better.
2. You will get overwhelmed by the range of oil colours and different brushes for different techniques.

A small selection of my brushes! why do I still order more?
Every time I open an art magazine, there seems to be another new paint from a manufacturer.
“Is this the colour I’ve been missing?”
But honestly, the simpler you keep your colour mixing, the better. Just start with a few key colours and maybe a couple of dark earth tones. Those darker colours are great for underpainting or dropping the chromatic intensity. If you choose them well, you can do a huge number of paintings with just two or three colours.
I recently had a bit of a shock when it comes to brushes. I looked through mine and realised I had hundreds. But when I actually paid attention, I noticed I’d been buying the same two or three types over and over again. It turns out those are the ones I keep reaching for.
With oil paint, the biggest difference compared to acrylics is how many brushes you need. With acrylics, you can often get away with using one brush, rinsing it in water, and moving on. But with oils, especially if you want to avoid using lots of solvents, it’s much easier to just have extra brushes ready to go.
You should set aside a few for your darks, a few for your mids, and a few for your lights.
That way, you’re not constantly cleaning, and you reduce the risk of muddy colours from brush contamination. It’s one of the easiest ways to keep your painting clean and your process flowing.
3. You will try to put out too little paint to save money – this is a false economy
With oils, you can squeeze out a blob of paint, and it will last for days, sometimes even weeks. So don’t be afraid to put out more than you think you’ll need and mix more generously. It won’t go to waste like acrylics, where once it dries, it’s gone.
When you’re just starting out, using a student grade white can be a really smart move. Something like Winsor & Newton Winton Titanium White is great value. ( There is an offer on at Cass Arts for £14.50 for two 200 ml tubes)
In this case, unlike acrylics, artist-quality white isn’t as important.
That’s because with oils, to get a clean colour application on top of your existing wet colours, you usually need to paint thicker and then leave the brushstroke alone.
With acrylics, the opposite is true. You can use thinner layers and still get solid coverage, as long as the paint is high quality and opaque. So with acrylics, I’d always recommend getting the best artist-grade white you can (I like Golden Brand Titanium white). But with oils, a good student white will do the job and actually encourages you to be more generous with your paint, which really helps when you’re learning.
4. You will compare yourself to an artist in a museum. Even one of the best over the last 400 years, against their best work, trained since 11 and drawn every day
Give yourself a break.
I was reading something today about the idea of making a hundred bad paintings. I think it originally came from a film director who said you should make a hundred bad movies. The idea is that if you approach painting with that mindset, you won’t get so precious, and it takes the pressure off.
When you’re starting out, it’s easy to think you’re going to make one incredible painting and that will be it. But usually, that’s not how it works. It might be pretty good, but the real progress comes when you stop comparing your work to other people’s and start comparing it to your own.
Take inspiration from others, of course, but ideally, you want to be able to look back at a painting you did three months ago and think, “I can’t believe I thought that was good at the time.” That’s how you know you’re improving.
You’re becoming your own reference point.
It’s also worth remembering that when you go to a gallery or an exhibition, the work you see is surrounded by so much extra context.
There’s the grandeur of the museum space, the history of the artist, and even the fact that you may have seen the image before, all of which add to its impact. In his 1935 Essay, “The Work of Art in the Age of Mechanical Reproduction,” Walter Benjamin introduced the concept of “aura,” the unique presence and authenticity of an original artwork that stems from its particular history, location, and singular existence.
Benjamin argued that an artwork’s aura is tied to its “here and now”. Imagine your painting being shown on television or displayed in a gallery. It would feel different, too, simply because of the way it’s presented.
5. You will learn more at the easel in 30 minutes than you will from 30 hrs of YouTube videos
It’s so easy, especially with all the content available these days, to fall into the trap of thinking that if you just watch one more video or learn one more thing, then you’ll finally be ready to start painting. But often, that just becomes another form of procrastination.
The truth is, if you pick the simplest subject, one brush, and one tube of oil paint, you will learn so much more by actually painting for an hour than by watching videos for days. Everything that goes wrong and everything that goes right in that session will teach you far more than you expect.
Oils are great for this because the paint stays wet the whole time. You can keep adjusting, softening edges, layering colours, and really exploring how it moves. You’ll learn what kind of brush feels right, how much medium you enjoy using, what colours you naturally reach for, and even what frustrates you.
All of that only comes from doing. The act of painting is the best teacher.
You’ll be surprised at how much you can accomplish in just one hour, even if it doesn’t feel perfect. That hands-on time builds your skills and confidence far more than waiting to feel “ready.”
6. You will feel exhilarated, then deeply depressed, all within the same painting
Painting can really feel like a rollercoaster. When you first start blocking in or sketching out the composition, there’s a rush of excitement. You feel like this could be the one. This painting might turn out amazingly well! And that initial energy is such a great boost.
But as the painting starts to develop, doubts often creep in.
You might start to wonder if you chose the right subject, if your colours are working, or why the paint isn’t handling the way you expected. You start questioning yourself. That’s when the energy can drop, and it’s easy to hit a low point where you think, “This is rubbish, why am I even doing this?”
Then, often out of nowhere, you’ll paint one little section that surprises you. It turns out better than you thought it would. That small win can give you just enough encouragement to keep going.
That’s why taking regular breaks is so helpful.
Step back from the easel.
Squint down at the painting.
Look at it with fresh eyes.
That reset in perspective can really shift how you feel and help you make decisions more clearly. And often, it’s in those final moments that the magic happens. The last highlight, a sharper edge, or a touch of contrast, those small finishing touches can transform the whole piece.
So, the key is to stay with it, ride the ups and downs, and trust that each stage is part of the process. Keep going.
7. You will judge, question, challenge and rebel against the process
When you’re following a tutorial or trying out a new technique, especially if someone has already laid out a process that works, it’s really tempting to think you know better. I found that when I was first starting to paint, even if I was following someone to get specific results, I would still start questioning the steps. I’d think, “This can’t work,” or “Why am I doing it this way?”
For example, if you’re painting on a coloured ground for the first time, it might feel pointless. You might wonder why you’re not just starting on white. Or if you’re asked to work from the negative space first to reveal the positive forms, that can feel really counterintuitive. (this tutorial of drawing the negative of a bike is a good example)
But these techniques often make a lot more sense once you’ve seen them through.
It’s a bit like following a recipe. I think people tend to fall into two camps.
One group follows the instructions closely, measuring everything precisely. The other group wings it, adding a bit of this or that and hoping it all comes together. Both can end up with a cake, but the results can vary.
When you’re first learning, it really helps to be in that first group. Just follow the steps. Try the full process as it’s laid out, even if it doesn’t make perfect sense yet. That way, you get to experience how these techniques work in practice, and you’ll start to build a foundation you can later adapt to suit your own style.
For students wanting to make the leap from acrylics to Oils, many of the techniques throughout the teaching on the site stem from my training in classical oil painting. So if you’ve been working through the tutorials, you’ve been developing oil painting skills by stealth!
Hope this helps, have a great creative weekend.
Cheers,
Will

Thanks Will. I always enjoy reading your emails with advice.
Have a great weekend
Louise
Cheers Louise, and you.
Will
Hi Will
Thank you for this–your advice is also perfect for any creative pursuit–the magic comes from the doing and learning from each struggle. (Although that part is always…UGH!)
What I am most grateful for in your teaching is that you let everyone be who THEY are and to be on their own paths creatively. I wasted SO much money taking courses from “famous” artists who wanted their students to become mini versions of themselves. They didn’t honour who we were as artists, flaws and all.
So, thank you again Will, for being a wonderful mentor and for helping each of us shine.
My pleasure Lori, thanks so much for your kind words. It’s a privilege to be part of that journey with you, keep going, and keep being true to your path.
Will
Your 7 oil painting truth‘s are brilliant. I’m just in the middle of Rule no 6. I was really excited to start a painting and then became really depressed and stuck.
So, I took a break and can see a way forward now.
I’m going to hang on to your rules.
Thanks William.
My pleasure Pam, yes, middle of number 6 is a common occurrence! glad you can see a new way through.
Super helpful! Thanks.
Excellent and so helpful!!!
Great advice! All of this is the unvarnished truth. It could even be the varnished truth.
Cheers Jim!
“ 6. You will feel exhilarated, then deeply depressed, all within the same painting.” LOL YEEESSSSS! Every . Single. Time.
And every single time I start a new painting I have to remind myself that this IS the way of it all. And carry on. :)
Ha, ha, pleased you could relate Mari.
I could identify with every point you made. Thanks for encouraging everyone to keep going and not give up!
My pleasure Jeannie, glad you enjoyed it.
Will, I laughed at myself as I read each of your points. I think I’ve experienced most of them at some time or another. I just might set out to paint a hundred bad paintings so I can practice without pressure. I’d never heard that saying before but I like it!
Thank you for sharing your painting wisdom and anecdotes. I’m a strict recipe follower, so I very much appreciate your detailed instructions and posts. I end up winging it a bit as I go, but the details are there when I really need them.
Ahh, so pleased you could relate Crystal, yes, taking the perfectionist pressure off can really help.
Will
Great advice and humour as usual. Many Thanks
Cheers Tom, pleased you enjoyed it.
Such a well written article thanks! Couldn’t agree more with the reset and fresh eye part – the amount the paintings I’d repainted over or outright destroyed and later looked back and regretted was embarrassing.
Thanks Cor, yes having a break can really help sometimes when you feel yourself painting and repainting the same area.
Hi Will
I have experienced all in my many years of painting attempts – this was both enlighting and very useful… Thank you so much!!
My pleasure Cheryl
I always find your advice so helpful and encouraging . Sometimes gentle reminders about basics really help me reset things and keep going when I feel stuck
That’s lovely to hear Michelle.
Will, thanks so much for you well-written articles. I really enjoy reading them because they are so informative. In Truth #5 of this article, I especially appreciated the statement, “The act of painting is the best teacher.” Going forward I will keep repeating those words to myself as a source of inspiration to spend more time painting, teaching myself through the act of painting.
So pleased to hear you found it helpful Joseph, it’s a great reminder to keep in mind.
Hello Will,
I’m chuckling, since there’s reassurance in hearing this. It’s like growing pains; we don’t grow unless we go through it. Thanks for sharing these thoughts. Very helpful. -Laura
My pleasure Laura, glad you could relate!
Thanks for this wonderful article, Will, it is most helpful because every point you make here makes total sense to me. You are always the best art teacher I have ever found, and I feel so lucky to have an opportunity to learn from you constantly. Helen
That’s very kind of you Helen, so pleased you enjoyed it.
Will
Will, I SO needed this advice! Not because I’m jumping from acrylics to oils, but because it’s hard to damp down the emotional effects of the chaos of life in the United States at this time in our history, and your calm voice helps do that. As a retired history teacher, maybe I should keep the image of Churchill painting as my talisman, and get back to painting!
Glad it was timely for you Mary.
Well said, thanks Will.
Goodness I love your honesty! Thank you
Truth #1 is brilliant. I’ve taken a couple of oil painting workshops where I quickly made a complete mess of myself and wound up feeling embarrassed and frustrated. It would have been great if the instructor had started out by saying, “Hey, you’re going to make a mess. Don’t worry about it!” Thanks, Will, for another excellent post.
My pleasure Diana, yes, it can feel like you’re fighting against it, but it happens to everyone.
Will, Thanks so much for painting advice that’s not about the painting! It really helps a lot to keep me going!
Great to hear Carole.
Hi Will just fully retired and build a small garden studio everything you said is trus oil paint gets everywhere too many brushes not enough paper towels the list goes on.But I’m loving the experience .are you doing a full course on oil painting if so I can’t wait
Thanks will
Bob Hagger
Hey Bob, happy retirement! hope the studio build went well. Yes, I’m working on a new beginners oil course as we speak, first couple of lessons all edited!
Will
New Beginners Oil course?! Awesome. Can’t wait, Will!
Great to hear it Steve
Taking your advice to set aside a few brushes for the lights, mid and dark tones. Great idea. And it pleases me to paint with just a few colors. So appreciate the simplicity of your instruction. Cheers!
My pleasure Rhonda, hope it helps with your paintings.
Will
Thanks Will for the informative and encouraging article. I really like your teaching. I had to take an unplanned break, but plan to return to your “Water Mixable Oils” class to learn more technique. I hope to use it with your “Oil Portrait” class from a few of years ago. Loved that class with the underpainting, etc. I felt like I learned so much and really enjoyed it — now I need a refresher!