
Sign up to save your podcasts
Or
Before Olivia Howell became the host of How Does She Do It All, she was already living the question every single mom silently asks herself: How do I hold all of this? In this special episode, the mic turns toward Olivia as her sister—and co-founder of Fresh Starts—Jenny interviews her about what single motherhood really looks like behind the scenes. With candor, humor, and heart, Olivia reflects on becoming a single mom in 2019, raising two boys through a pandemic, and the emotional labor of parenting solo—even when you were doing it alone long before the title made it official.
Olivia shares the sacred rituals that keep her grounded: morning meditations before the kids wake, walking meetings on a treadmill, and late-night sitcoms with her sons. She doesn’t sugarcoat the hard parts—parenting two deeply feeling, wildly different boys in today’s world takes stamina, self-awareness, and constant reparenting. But she also shares the unexpected joys: quiet dinners with just one kid, deep conversations about consent, and the jazz-like rhythm of their little family of three, playing in sync.
This is an episode about freedom and fatigue, about trading marital chaos for peace in a smaller space, and about how healing can happen in a tiny room with rice cakes, a good sitcom, and your kids beside you. It’s also a gentle reminder that the key to “doing it all” might just be learning to do it differently—with intention, with support, and with the fierce belief that your sacred space is wherever you decide to rebuild it.
Before Olivia Howell became the host of How Does She Do It All, she was already living the question every single mom silently asks herself: How do I hold all of this? In this special episode, the mic turns toward Olivia as her sister—and co-founder of Fresh Starts—Jenny interviews her about what single motherhood really looks like behind the scenes. With candor, humor, and heart, Olivia reflects on becoming a single mom in 2019, raising two boys through a pandemic, and the emotional labor of parenting solo—even when you were doing it alone long before the title made it official.
Olivia shares the sacred rituals that keep her grounded: morning meditations before the kids wake, walking meetings on a treadmill, and late-night sitcoms with her sons. She doesn’t sugarcoat the hard parts—parenting two deeply feeling, wildly different boys in today’s world takes stamina, self-awareness, and constant reparenting. But she also shares the unexpected joys: quiet dinners with just one kid, deep conversations about consent, and the jazz-like rhythm of their little family of three, playing in sync.
This is an episode about freedom and fatigue, about trading marital chaos for peace in a smaller space, and about how healing can happen in a tiny room with rice cakes, a good sitcom, and your kids beside you. It’s also a gentle reminder that the key to “doing it all” might just be learning to do it differently—with intention, with support, and with the fierce belief that your sacred space is wherever you decide to rebuild it.