In this State of the Profession Consideration, we will discuss the state of hands-on observing within the profession, including: information about professional observing trends; student telescope training, beginning at the undergraduate and graduate levels, as a key to ensuring a base level of technical understanding among astronomers; the role that amateurs can take moving forward; the impact of telescope training on using survey data effectively; and the need for modest investments in new, standard instrumentation at mid-size aperture telescope facilities to ensure their usefulness for the next decade.