Dratch met John Wahl in a California-based consultant in the natural foods industry, in a bar in 2009. She stated it in her Girl Walks Into a Bar. After six months later, she became pregnant, and gave birth to a boy, Eli Benjamin, on August 24, 2010. In an interview in 2010, she told People that her pregnancy at age 44 shocked her, because she "had bought into all this stuff about, 'Once you're over 40...'", and had "gone through the whole process of letting go of [the idea of having kids]". Her partner has since moved to New York City to be closer to Dratch and their son. Beside this, she was not involved in any kind of love affairs, she also didn't have any boyfriend, and she was not married and not yet divorced.
She gained her fame through the NBC television show Saturday Night Live (SNL). There she was a cast member from 1999 to 2006. Besides this, she has also appeared as a guest star in television shows such as The King of Queens and 30 Rock, as well as films such as Click and I Now Pronounce You Chuck and Larry. In 2012, she released her autobiographical book Girl Walks Into a Bar: Comedy Calamities, Dating Disasters and a Midlife Miracle. She also played the role of the museum guard in Sesame Street's The Cookie Thief. It is expected that she is earning a huge salary from her acting career. However, her real time net worth is unknown to the public.