
I meant to go outside to paint yesterday, but Ken DeWaard and Eric Jacobsen were both busy. I spent three hours in meetings. Then I needed to write this post. While I finally got some painting done, it wasn’t nearly enough.
The battle for me isn’t in front of my easel, it’s getting to my easel.
Painting is not performance art; the real work happens when we’re alone. Still, it’s a form of communication—of ideas, emotions and principles. That contradiction is a challenge.
What motivates us?
Motivation shouldn’t be based on inspiration, but on the process itself. For me, that means setting strict working hours and insisting I spend some time in my studio every day. I’m constantly reminding myself that painting should be my default activity, not the reward for getting everything else done.
The solitary artist thrives on rhythm. Working at the same time of day in the same place removes the friction of negotiating with yourself about when and whether to paint. It also tells your brain it’s time to drop into painting mode.
One of the most reliable ways to stay motivated is to narrow your vision. Focusing on results is paralyzing. Set out to explore one specific problem or paint one passage. My friend Sari Gaby used to call the work she did at the end of the day “border work.” She meant attacking the small, concrete problems that are easy to act on. That’s where I start, because it helps me organize my thoughts for the bigger questions.

If success means painting a masterpiece, we’re all doomed. If success means putting in an honest session of looking, thinking and problem-solving, we’ll stay motivated. Sometimes, the win is in sticking with it when painting goes sideways. We succeed incrementally, day by day.
Give yourself permission to do bad work
With no one else around, my inner editor gets very loud. I counter that by treating my studio as a workshop, not a gallery. That means I paint studies, make messes, chase amorphous ideas, draw. The more experimental my mindset, the less precious the outcome and the more likely that I’ll head in new directions.
It helps to remember that painting is a long game. When I’m working alone, it’s too easy to judge today’s results as a final verdict on my ability. They aren’t. They’re one point in a decades-long dialogue with paint. Some paintings are clumsy. Some are surprisingly good. Most are just the next step in the process.

We all need connection
Solitude is necessary, but as Proverbs says, “as iron sharpens iron, so one person sharpens another.” Close relationships improve, refine and strengthen individuals. Accountability, encouragement and honest (sometimes difficult) conversation make us all more effective.
Artists need to feel part of a larger conversation. Read about painters you admire. Study their work. Join classes, workshops and critique groups. I regularly hear from students that my weekly classes keep them painting.
If getting to the easel is hard, you don’t have to solve that alone. My Zoom classes give you a standing appointment with important concepts and other painters who are wrestling with the same problems you are. Think of these classes as a form of productive companionship. You still do the work, but you’re plugged into a larger conversation that keeps you moving forward.
If you’re ready to start showing up more consistently, I’d love to have you join us:
How to See Like a Painter, Monday evenings, 6-9 PM, Feb 23-March 2, March 16-April 6
Painterliness: Looseness and Bravura Brushwork, Tuesday evenings, 6-9 PM, Feb 24-March 3, March 17-April 7
Registration is now open for workshops in 2026! Reserve your spot:
- Advanced Plein Air Painting | Rockport, ME, July 13-17, 2026
- Sea & Sky | Acadia National Park, ME, August 2–7, 2026
- Find your Authentic Voice in Plein Air | Berkshires, MA, August 10-14, 2026
- New! Color Clinic 2026 | Rockport, ME, October 3-4, 2026
- New! Composition Week 2026 | Rockport, ME, October 5-9, 2026
Can’t commit to a full workshop? Work online at your own pace:






















