Ep 30 - Would We Try Again? Facing Fear, Faith, and Loss

In this deeply personal episode, Jill and Bobby open up about their journey of trying for another baby after walking through postpartum depression, anxiety, and rage - and experiencing two miscarriages. Recorded live inside the Mama Outspoken Village, they talk candidly about grief, hope, healing, and the tender balance between fear and faith when deciding whether to try again. With raw honesty and compassion, they share what it’s really like to navigate miscarriage, loss, and the longing for another child while parenting a thriving five-year-old and holding space for one another’s emotions.

 

In This Episode, You’ll Learn:

• The emotional layers of deciding whether to have another baby after postpartum struggles
• How miscarriage impacts both parents differently - and how to navigate it together
• The importance of acknowledging grief, rest, and self-care after pregnancy loss
• Why talking about miscarriage and postpartum mental health matters
• How faith, community, and open conversation can help families heal
• The power of recognizing your body’s needs - physically, emotionally, and spiritually
• How Jill and Bobby are redefining what “trying again” means for them as a couple and as parents

 

No parent should walk through miscarriage or postpartum struggles in silence. Whether you’ve experienced loss yourself or love someone who has, this conversation reminds us that healing happens in community — when we give voice to the pain and hold space for hope. If you’re going through this right now, please know: you are not alone.  

If this episode resonated with you, share it with a mom who needs to hear it. 💛
Explore the Mama Outspoken Resources, and check out postpartumny.org for support and community. And don’t forget to RSVP for the Vision Board Party at MySexyBusiness.com - because creating is better together.  

We hope you'll join us next time!
—Jill & Bobby  

You are invited to find community with us, check out the Mama Outspoken Village here. To learn more or grab your copy of the book, head here. Remember, you’re not alone in this. One of our favorite resources is the Postpartum Resource Center of New York - you deserve support that sees you.