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.

Algarve Plein Air Paintings

Praia de Dona Ana. 25 x 35 cm, oil on panel.

We recently returned from a couple of weeks of painting in the Algarve region of Portugal. It’s a stunning area, with fascinating geological elements all along the southern coast. Here are some of the paintings:

Praia de Dona Ana #2. 25 x 35 cm, oil on panel.
Praia de Dona Ana #3. 20 x 30 cm, oil on panel.
Praia do Camilo. 20 x 30 cm, oil on panel.
The Tunnel at Praia do Camilo. 20 x 30 cm, oil on panel.
Ponta da Piedade Cliffs. 35 x 25 cm, oil on panel.
Afternoon Light, Ponta da Piedade. 20 x 30 cm, oil on panel.
Plein air landscape painting of rocks in the water in the Algarve.
Rocks at Ponte da Piedade. 30 x 20 cm, oil on panel.
Sunset, Ponte da Piedade. 20 x 30 cm, oil on panel.

At the same time, the western coast has a wildness and a grandeur to it that feels a lot like the best parts of the California Central Coast.

Cabo de São Vicente from Praia do Beliche. 20 x 30 cm, oil on panel.
Praia do Beliche. 20 x 30 cm, oil on panel.
Fisherman, Praia da Barriga. 20 x 30 cm, oil on panel.
The Port in Sagres. 20 x 30 cm, oil on panel.
Boats in the Harbor, Sagres. 20 x 30 cm, oil on panel.
Praia da Zimbreirinha. 20 x 30 cm, oil on panel.

We were staying just west of Lagos, but we painted around the town a bunch of times as well. It was especially great to be outside as we’ve been in lockdown more or less since September. This was our first foray out to paint plein air landscapes in months.

The Harbor in Lagos. 20 x 30 cm, oil on panel.
Boat on Blocks. 20 x 30 cm, oil on panel.
Sailing Club, Lagos. 20 x 30 cm, oil on panel.
Sago Palm and Bougainvillea. 20 x 30 cm, oil on panel.
Cliffs of Luz. 25 x 35 cm, oil on panel.

California Dreaming

I have a number of works in a new exhibit at the Grenning Gallery in Sag Harbor, NY. Check it out if you’re in the area. There is no opening due to COVID, but the gallery is open normally.

The paintings were all done either en plein air in California, or later in my studio from studies.

Here are some photos of the paintings, for those of you who can’t make it:

Oil painting of Heilser Park and Divers' Cove in Laguna Beach, California.
Heisler Park, Laguna Beach. Oil on linen, 8 x 12 in.
Oil painting of the Big Sur coast.
Big Sur. Oil on linen, 8 x 12 in.
Oil painting of San Benancio Road in Salinas, California.
San Benancio Road. Oil on linen, 11 x 14 in.
Norton Ave, Windsor Square. Oil on Linen, 11 x 14 in.
Farm near Watsonville. Oil on linen, 8 x 12 in.
Monastery Beach, Carmel-by-the-Sea. Oil on linen. 8 x 12 in.
Palo Corona. Oil on linen, 8 x 12 in.
San Carpoforo. Oil on linen, 11 x 14 in.
Rye Grass. Oil on linen, 39 x 31.5 in.
Garrapata. Oil on linen, 31 x 39 in.
Hope Valley. Oil on linen, 35 x 47 in.
Big Dome, Point Lobos. Oil on linen, 43 x 54 in.
North Point, Point Lobos. Oil on linen, 35 x 42 in.

Ema 2005(?) – 2020

Oil painting of a dog.
Ema. Oil on linen, 2010

Our little dog Ema passed away today. She was about 15 years old, and probably a mix of miniature pinscher and rat terrier. She was found abandoned in Naples in August of 2009, and brought to Florence for adoption. As a painter’s dog, she had to move around a lot and she seemed to love going somewhere new everyday. Funnily enough, the only place she disliked was my painting studio. At the time I was doing less studio work and more plein air landscapes, so it worked out fine for both of us.

Ema. 25 x 35 cm, oil on panel

She had a good life, full of travel and adventure. She ate fresh lobster on the docks in Maine, she peed on the golden staircase at the Danieli, and she hunted crabs in the marshes of South Carolina. Despite her small size, she was very brave. She once charged a bear on a beach in Albania, she leapt from the window of my moving Land Rover to chase a stag in the Val d’Orcia, and she drove off a boar one night in Maremma. She ran across beaches and through fields from California to Nova Scotia, from Holland to the Alentejo, and from Normandy to Zagorje. She lived in Naples, Florence, Zagreb, Limburg and Estremoz, and she summered in the Hamptons, on the Dalmatian Coast, or in the south of France.

Plein air painting of a sleeping dog.
Ema Sleeping. 20 x 30 cm, oil on panel

She was a muse to many and had poems, songs, and a book written about her. As an artist’s dog, she was often painted and sculpted. These are a few of the works I did of her.

Ema. Oil on linen 2014
Ema. Oil on panel, 2012

She was very loved, and will be greatly missed.

Ema, marble
Ema, marble
Ema, marble

Here are some video clips of her from over the years:

Glazing Demo Video


I’ve been aloof with the blog posts. My apologies. I have a few longer posts in the works, and a few videos I’m working on. Here is the first one, the demo I normally do on my plein air painting courses showing how to glaze a dry landscape painting.

I’ll post the next ones as soon as I have enough free time to finish them.