They were married before Leland was born. The bride wore white, with her baby bump showing prominently beneath her silky, lace dress. The groom wore a bolo tie. It was mismatched, at best, and a true shotgun wedding but the couple thought it best to at least try to bring their son into a happy home with both his parents. However, by the time Leland reached the age of three, it was obvious that neither one of them was happy and Henry moved back to Nebraska while keeping in touch with his son via phone, letters, and sporadic visits.
Despite his father's absence, Leland was given a comfortable and happy life. His mother was a former model turned producer who enriched her son's life by taking him to theatre, on exciting vacations, and providing the best education money could buy. It was also his mother's influence that led him to find an interest in new media. He developed a deep interest in television, theatre, and the idea of celebrity. When it came time to choose a university, Leland opted to travel to Boston and study Communications at Boston University with hopes of an eventual career in entertainment.
During his time in Boston, he met a woman who would eventually become his future ex-wife. She was smart, brassy, and he loved her intensely. Their relationship wasn't nearly as dramatic as his parents' and although they seemed to do everything right – dated for over a year before the proposal, waited another year and a half to get married – by the time they moved back into New York as hopeful graduates embarking on the “real world”, their relationship was ending and they separated amicably.
With the help of his mother's connections, Leland took an entry-level position at NBC as an associate producer. He was studying for his master's degree in communications at the time and although most of his story ideas for the Nightly News were overlooked, being part of the NBC-Universal family allowed him the opportunity to take a risk and jump ship to a new opportunity within the company. G4TV was Leland's first real career. He was bumped up from an associate producer to a producer as a result of his master's degree and his ongoing commitment and persistence to working hard as a newsman. With time, however, Leland became the executive director of “Attack of the Show”, G4's popular series about all things pop culture. It was a position he loved and a job he gave his entire life to. Dating was obsolete as he was practically married to the show. When the opportunity to transition from G4 and “Attack of the Show” to “Late Night with Jimmy Fallon” came around, he was hesitant at best. While at G4 he had more freedom to create programming, have the final say on what got aired and how to put the show together. At “Late Night” he would have three direct supervisors and his title of executive director would be retracted to “co-producer.”
But, on a hope and a prayer that bigger things were around the corner still, he took the job. That was in 2009. Since then, Leland flourished as a co-producer, dedicated and smart with innovative strategies to bridge the gap between the show and the fans, and when Jimmy moved to “The Tonight Show”, Leland was part of the group that traveled with him.
His career was only part of the changes in his life since joining “Late Night”, and eventually “The Tonight Show”, however. His mother remarried twice and is currently single and on the prowl. (And, much to Leland's dismay, has been using the term “cougar” too frequently for his preference of never hearing her call herself that ever.) His father's farm has been on the rocks and its future is currently undetermined, but he's holding onto it the best he can. But, most importantly, Leland became a father last year.
His daughter, Sawyer, was the result of a night of passion in a lukewarm relationship. Her mother was in a play Leland saw with his mother and they met backstage. She was smart and kind, understated and poised despite the praise being poured on her for her performance, and they spent that night eating frozen yogurt and laughing well into the early morning hours. Several dates and a few months later, Sawyer was conceived. Like his own father, Leland vowed to stand by her side though marriage was never mentioned. He took her to endless doctor appointments, invested in the best cribs and strollers, researched nanny services, and in the midst of all the planning and preparing, Sawyer was born two weeks early.
Leland is trying to figure it all out as he goes. His daughter is nearing her first birthday and although his relationship with her mother is happy and healthy, even though they are no longer together, Leland is having trouble adjusting to being a father. His only hope is that he's a bigger presence in his daughter's upbringing than his father was in his.