Craig began intensive meditation training in 1994. He lived in a Zen monastery for six years before getting his PhD in counseling psychology at the University of Wisconsin-Madison, where he had the good fortune to learn from neuroscientist Richard J. Davidson and contemplative scholar John Dunne, among other luminaries.

Craig considers himself a dharma mutt. He's studied the teachings and practices of three different lineages—Vipassana, Zen, and Vajrayana—and has no regrets about his polyamorous relationships to competing Buddhist schools. While he has studied with many wonderful teachers, his biggest influences have been Zentatsu Richard Baker-Roshi, Joseph Goldstein, and Yongey Mingyur Rinpoche.

When he's not in meditation retreat himself, he travels around teaching meditation with Devon and others, records meditations for Simple Habit, and works as a therapist and meditation coach.