Plotinus and the Skylight – First Prize at the National Portrait Gallery

My portrait of my neighbor, Jean-Denis, won the first prize at the Herbert Smith Freehills Kramer Portrait Award 2026 at the National Portrait Gallery in London. This has always been considered the most prestigious prize in representational painting, so it was an immense honor to win. To the best of my knowledge, it’s the first time a painting from one of the contemporary painting ateliers has won so it was an exciting moment for our whole movement.

I’ve embedded a video below where I discuss the Platonic and Plotinian ideas that went into the portrait, and I’ve written them out below as well, for people who prefer text.

The story behind the portrait is as follows. I had recently put in a new floor in my painting studio which allowed me to paint portraits again. At the same time, the studio has a skylight, which is a higher light source than I have had before, and I wanted to get used to it before I took any commissions. I tried a self-portrait, and a portrait of my wife, but then I thought I should ask some neighbors if they wanted to pose. Before I had the chance, in a curious synchronicity, my neighbor across the street said he was interested in having his portrait painted. We made a deal where he could keep the portrait but first I could enter it into a contest. After painting him once, I decided that I didn’t want to come and take his painting away for a contest so I painted him a second time.

For the second portrait, I thought I would try to combine him as he is with the Platonic ideal of a person, which used to be a pretty common method of portrait painting.

For those who don’t remember, Plato’s Theory of Forms states that there is an ideal version of things that exists outside of time and space. In book 10 of the Republic, he uses the example of a bed. God has made an ideal bed that does not exist physically, and whenever a carpenter makes a bed, no matter how beautiful, they are making an inferior copy of the ideal bed. At this point in the Republic, Plato goes after painters who paint a painting of a bed as making an inferior copy of an inferior copy – “the imitator, I said, is a long way off reality…”. It’s quite ironic as this passage has had such a profound influence on artists over the millennia. Rather than be discouraged by their inability to capture truth, artists decided they could just imagine the ideal bed in their heads and paint from that.

This is a theory that was discussed often when I studied portrait painting in Florence as much of Florentine art was based on the practice of either working from the imagined ideal, or combining reality with the ideal. One interesting sidenote is that as I was rereading Alberti, Bellori, and Reynolds, I forgot that none of them really credits Plato with the notion. They talk about Cicero or Proclus, even though it is mostly based on Plato’s Theory of Forms. I also recently discovered that Erwin Panofsky, one of my favorite art historians, has a great book called ‘Idea’ which goes through the development of this theory, with the sources, and saves one from buying all the original texts. Unfortunately he stops with the Italian Baroque, as I’ve been trying to find the history of the theory in French art and, of course, it was so important in British portrait painting.

On that note, I’d like to place here the quote from the 4th Discourse of Sir Joshua Reynolds that I read in the video as it really sums it up well with regards to portraiture. He is discussing the ‘great style’ which he has contrasted with copying things as they appear:

It may be asserted, that the great style is always more or less contaminated by any meaner mixture. But it happens in a few instances, that the lower may be improved by borrowing from the grand. Thus if a portrait-painter is desirous to raise and improve his subject, he has no other means than by approaching it to a general idea. He leaves out all the minute breaks and peculiarities in the face, and changes the dress from a temporary fashion to one more permanent, which has annexed to it no ideas of meanness from its being familiar to us. But if an exact resemblance of an individual be considered as the sole object to be aimed at, the portrait-painter will be apt to lose more than he gains by the acquired dignity taken from general nature. It is very difficult to ennoble the character of a countenance but at the expense of the likeness, which is what is most generally required by such as sit to the painter.

At the award ceremony, I was told that the judges appreciated the ‘timeless presence’ of Jean-Denis, so this attempt at painting the Platonic ideal, via Reynolds, bore fruit.

In the video I also discuss an idea of the third-century Neoplatonic philosopher Plotinus which helped with my skylight problem. One issue I have with the high light source is that the eye-sockets are in shadow and conceal the eyes. As portrait painters, we are always told that we have to ‘capture the soul of our sitter’ and that the ‘eyes are the windows to the soul’, implying that the soul is hidden in the body. Plotinus, however, said that the soul is not in the body, but rather the body rests in the soul, ‘like a net in the sea’. With this conception, in which the soul surrounds and permeates the body, the eyes don’t have to do so much heavy lifting in a portrait.

For the record, I have never seen anyone’s soul, but I find it a beautiful way to try to envisage the world.

Portrait Painting Video

I’ve recently posted a demo video of laying-in a portrait in oils using the sight-size method. I hope you enjoy it.

These days my videos go first to my Patreon supporters for three months. After three months I release them to the public on my YouTube channel.

If you get something out of these videos, please consider supported my equipment budget through Patreon. I make all these videos myself.

The Iphone as a Painting Tool

A short post on using an Iphone as a black mirror. Like most of my tips, this is not my idea and I understand this has been common practice for a while at the ateliers like the FAA which teach sight-size. I mentioned it to other painters who hadn’t thought of the idea and it was well-received, so I decided to post it here.

I made the following video a few years ago demonstrating the use of a mirror in sight-size portraiture:

And in the next video of Ben Fenske painting a landscape you can see how often an artist will reach for the mirror while working:

The fact is, the mirror is one of the most efficacious devices for checking shapes and proportions in painting. It can be used without sight-size, but having everything visually locked-in makes the mirror especially powerful as an artist’s tool. For commissioned portraiture, where speed and accuracy are so important, it is really essential.

In landscape painting, artists will often use welding glass (sometimes called a black mirror) as it also greatly reduces the values. This allows the painter to see a value range closer to what they can actually capture in paint, and simplifies the number of values they need to compare.

Enter the Iphone, the $700 black mirror.

The Iphone has a flat, black glass screen and works perfectly for measuring shapes, proportions and values while landscape painting. Most of us also carry our phones around with us all the time. I recently inherited an older Iphone to replace my Nokia. While I’ll miss the maps and the privacy of my previous phone, I hated the rounded screen as I couldn’t use it to check shapes. Since I often forget, lose or break my painting mirrors when I travel, it will be a nice upgrade (that and the fact that iOS supports Instagram so I can stop borrowing the wife’s phone to post).

Update: I recently came across this quote from Leonardo da Vinci in his Treatise on Painting:

It is an acknowledged fact, that we perceive

errors in the works of others more readily than in

our own. A painter, therefore, ought to be well

instructed in perspective, and acquire a perfect

knowledge of the dimensions of the human body;

he should also be a good architect, at least as far

as concerns the outward shape of buildings, with

their different parts ; and where he is deficient,

he ought not to neglect taking drawings from

Nature.

It will be well also to have a looking-glass by

him, when he paints, to look often at his work in

it, which being seen the contrary way, will appear

as the work of another hand, and will better shew

his faults. It will be useful also to quit his work

often, and take some relaxation, that his judgment

may be clearer at his return ; for too great apph-

cation and sitting still is sometimes the cause of

many gross errors.

The Tuscan Summer

Plein air painting of a woman reading under an olive tree in Chianti.

Tina Reading under an Olive Tree. 110 cm x 90 cm, oil on linen.

Here are a few paintings from the last week in Tuscany. I did this large portrait of my wife reading under an olive tree. Being able to get far back is really great for painting portraits, even outside (I’ve discussed this before).

Here was the set-up:

Plein air portraiture in Chianti

Plein air portraiture in the Tuscan countryside.

As idyllic as it looks, it was ridiculously hot. After the last four hour midday session I got sick from the heat and had cold sweats, nausea and a headache. An occupational hazard.

These were some of the smaller sketches:

Plein air cloud studies from the Tuscan countryside.

Three Tuscan Cloud Studies. 20 x 14 cm ea.

Plein air sketch of laundry and lemon trees, Tuscany.

Laundry and Lemon Trees. 25 x 35 cm, oil on panel.

Plein air sketch of hay bales along a road in Chianti

Hay Bales along the Road, Noce. 20 x 30 cm, oil on panel.

Plein air painting of Pistoletto's sculpture at Porta Romana

Pistoletto’s “Headache” at Porta Romana, 20 x 20 cm, oil on panel.

The above painting went face-down into the dirt when the dog pulled the easel over, hence the debris. Another occupational hazard. The trick to getting much of the dirt or sand out is to let the painting dry completely, then clean it.

Plein air painting of piazza Santo Spirito, Florence

Piazza Santo Spirito on a Sunday in July. 25 x 35 cm, oil on panel.

Portrait Painting from Video

I dislike working from photographs. I was trained over many years working exclusively from life and my work from photos is often weak. I find there is too little information in a photograph compared to life, and I can’t trust a photo for values, shapes or colors. While I have pulled out a decent painting or two from photos, it was mostly a case of luck.

Occasionally for commissioned portraits the clients wont give me enough sittings and I’m forced to use a photograph. A problem specific to painting portraits from photographs is that you only get one expression from the sitter. The beauty of working from life, for me, is that you can change the subject’s expression as you work. A portrait painted from life ends up as a composite of many aspects of the sitter’s personality. One painted eye can say one thing about their personality, the other eye can say something else.

An idea I’ve had over the years as a means of resolving this problem is to paint from a looped video of the sitter, rather than a static photograph. That way I would be able to study the changes in expression and pick the best moments to use for the features of the sitter, thus creating a more complete portrait of the subject’s personality.

An advantage of a looped video over even a live model is that portrait models often get bored while sitting. I find it difficult to keep them entertained with conversation and concentrated on the portrait at the same time. Below is a short looped gif of my wife posing for a portrait I’ve been working on, showing the moment she lights up and laughs. By playing the loop on a television next to the canvas I could, in theory, choose various frames to study for a more animated expression.

View post on imgur.com

Tina sat the whole time for this particular portrait. I did play around with the shapes and studied the muscle movements from a looped video on the tv (since neither of us watches tv, I’ve moved it to the studio to experiment with). Below is the result.

Portrait in oils of my wife in a gold kimono.

Tina in a Kimono. 70 x 60 cm, oil on linen

The best DSLRs on the market for video at the moment are the GH series from Panasonic. I have two old GH1s I got for next to nothing when the GH2s came out. Both the GH1 and GH2 can be hacked to greatly improve the amount of information that the camera records. This, for anyone attempting to paint from video, is a big advantage.

I think video could be a good addition to the arsenal of any professional portrait painter who works from photographs.