In 2006 Caulfield joined the crew of new HBO drama "Big Love" as a producer for the pilot episode. She became unit production manager (UPM) in addition to being a producer for the first season. She remained in this role for the second season in 2007. She was promoted to co-executive producer and remained UPM for the third season in 2009. At the 2009 ceremony Caulfield and the rest of the production team were nominated for the Primetime Emmy Award for Outstanding Drama Series for their work on the third season. She was promoted again to executive producer for the fourth season and remained UPM. Caulfield left the crew after the fourth season.