Jackson Gillman's storytelling career started with Rudyard Kipling's stories in 1978. Since then he has been featured four times at the National Storytelling Festival and has thrice been Teller-in-Residnece at the International Storytelling Center. Since 2000, Jackson has portrayed "Rudyard-in-Residence" at Kipling's historic Vermont home for a week each year. In 2014, Gillman was invited to bring a dramatic performance of "The Magic of Rudyard Kipling: Just So" to Off-Broadway as part of the United Solo Theatre Festival. Of the 130 shows from around the world, it received the Best Educational Award.