Jimmy and Nancy's first daughter, Winnie, was born on July 23, 2013, via surrogate. Jimmy announced her birth on Instagram two days later with a close-up photo of the newborn and the caption, "I would like to introduce... Winnie Rose Fallon."
For Winnie's fifth birthday, which Jimmy assumed would be the first she really remembered, he went all out. "We had a petting zoo . . . I mean we went for it, dude," he told E! in 2018. "I never had a birthday party like this. I would have like three friends and we'd go to McDonald's and that was it. That was a big party for me, man. So this was like, she better remember this."