Einstein once said that "Imagination is more important than knowledge" and in many ways, it is imagination, dreams and goals that inspire a person more than just raw knowledge. There is no doubt that Masefield was as knowledgeable, if not more than many others in his field, yet, this knowledge was gained not through mere study, but through a mind that was not only imaginative and observant, but also driven to act.

It is hard to imagine Masefield having time for theatre during the 1920s considering the quantity of his works produced, his speaking engagements, and his desire to assist others in understanding literature. Yet somehow, he spent much time writing and producing theatre, and in 1922, The Hill Players theatrical group was formed, after Masefield had produced and directed about a dozen plays in the preceding 18 months. All sorts of theatre, including Shakespeare, Euripides, works by Yeats, Binyon and even several of Masefield's own creations were performed.