Jim Bob and Michelle’s fifth child, Jessa Duggar, was born Nov. 4, 1992.

Jessa met Ben through church and he began courting her in 2013—the old-fashioned approach to romance coming as a brand-new notion to a lot of viewers. The kids never talked about their romances pre-engagement, so Jim Bob explained to People, “Courting is getting to know each other in a group setting, both families spending time together and the couple setting goals together to determine if they are meant to marry. With dating, a couple will often pair off alone and that sometimes leads to a more physical relationship.”

Ben asked for Jessa’s hand and then proposed in August 2014—sealing the deal by holding her hand for the first time. They married on Nov. 1, 2014. Jessa was pregnant with their first child when 19 Kids and Counting was canceled and TLC subsequently aired a special about sexual abuse, featuring Jill and Jessa, to further educate viewers on the subject. The sisters would end up the stars of their own show, Jill and Jessa: Counting On, that winter; the show then evolved to become Counting On, featuring other Duggar siblings as well.

Meanwhile, Jessa and Ben welcomed son Spurgeon on Nov. 5, 2015, son Henry on Feb. 6, 2017, daughter Ivy Jane on May 28, 2019 and daughter Fern in July 2021. In February 2023, Jessa shared that she suffered a miscarriage over the 2022 holiday season. She gave birth to her fifth child, George, in December 2023.