
Iâm teaching plein air in Sedona, which is one of Americaâs most wonderful hippie, dippy, trippy places. Thereâs a looseness of thinking here that leads straight to a looseness of painting, and you can see it in my studentsâ painting from yesterday, which veered closer to abstraction than is typical for plein air.
âOne of my strengths as a painter is that Iâm not worried about the result,â Rachel Houlihan told me. That means she isnât bent about whether the painting is good or bad, she just paints. That, conversely, makes her a better painter and student because she is just never uptight about the end product.

Avoiding preciousness in painting means embracing mistakes, spontaneity, imperfection, and risk. Here are some ideas to help you loosen up and paint more freely:
Mindset Shifts
Be more like Rachel: You will paint a lot of duds in your career; in fact, Iâm three for three this week. Donât worry about it. Throw that bad canvas on the pile and move on. If you havenât made mistakes, if you havenât got a pile of duds, you arenât trying.

Embrace Mistakes: Remind yourself that mistakes are opportunities. I have noticed that sometimes the paintings that make me the most uncomfortable at the time I do them are the paintings that point the way that Iâm heading in the future. And sometimes the most compelling passages of art started as accidents.
Value process over outcome: Thatâs really what Rachel was saying to me. When she was painting under a juniper in the Peace Park, she was perfectly content. Shift your focus from the results to being in the moment.
Set a Time Limit: If you donât let yourself perseverate, youâre unlikely to obliterate everything that was once good about your painting.
Use Bigger Brushes: Everyone should always start with a brush thatâs twice as big as they expect they need. That way they canât overthink the details. If you need a smaller brush later, then go for it.

Push past your comfort zone: I canât tell you how many times Iâve heard painting teachers say ânot another brushstroke!â Iâve always wanted to smack those teachers. How can one know what the limit is, when one never pushes past the limit?

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 2â7, 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:




