With the July 2018 issue, PragPub magazine (edited by Michael Swaine) celebrates the beginning of its tenth year. This year also begins the 20th of Andy Hunt’s and Dave Thomas’s classic book The Pragmatic Programmer. In this article, “Heading into Ten and Twenty Years of Pragmatism,” I talk a bit about what it means to be pragmatic, and how both the book and magazine have helped us be pragmatic over the years.