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In this tender and deeply honest episode, Jill and Bobby revisit one of the most emotionally loaded questions new parents often face: “Why don’t I feel connected to my baby yet?” Drawing from a personal excerpt in Jill’s book Mama Outspoken, they open up about the fear, grief, and self-doubt that came with not bonding during pregnancy, and how postpartum experiences didn’t immediately “fix” it. Together, they explore the emotional weight of unmet expectations, the unpredictable nature of birth, and the surprising ways bonding can eventually bloom. Whether you're a parent who's been there or someone supporting one—you’ll leave this episode feeling a little less alone.
In This Episode, You’ll Learn:
If you've ever questioned your bond with your baby or wrestled with the pressure to feel a certain way in motherhood—this conversation is for you. Jill and Bobby remind us that connection isn't always instant, and that's okay. Healing happens in layers, and no two journeys look the same. Whether you're in the thick of postpartum or reflecting back, this episode is a powerful permission slip to let go of timelines and lean into grace.
💛 Join Team Mama Outspoken for the Hope is Here 5K! 💛
This June 21st, I'm lacing up my sneakers—not because I’m a runner, but because I believe no mom should walk through postpartum struggles alone. The Hope is Here 5K supports the Postpartum Resource Center of New York, an organization that’s been part of my story and a lifeline for so many families.
Whether you’re a parent, partner, friend, or supporter, you can make a difference:
👟 Walk or run with us in-person. Register here https://postpartumny.org/25hope/
🤝 Donate to support moms in need here https://www.zeffy.com/team/mama-outspoken
📣 Share this message to help spread hope Every step, every dollar, every share matters.
💥 Join or support Team Mama Outspoken because hope is here—and together, we can help a mama find it. 💛
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.
If you’re ready to get clear on what you actually want your life and business to look like, come dream it into reality with me here.
If you’re a new or future mama who wants a real work‑from‑home option, the internship that taught me virtual assisting and helped me land my first client is this.
If you’re craving an entrepreneur village where you can build relationships, learn core strategies, and grow a business you own (not one that owns you), you’ll want to check out this.
Jill and Bobby get real about a topic that many moms feel but few talk about—what if you don’t feel connected to your baby during pregnancy? In this open-hearted episode, they unpack Jill’s personal story of navigating the emotional disconnect she felt while pregnant with Declan, the expectations that built up around bonding, and the guilt and confusion that came with it. They also reflect on how their birth experience shaped those early days and share a surprising professional insight from Jill’s background as a licensed funeral director. This episode is both validating and vulnerable, a true invitation to any mom who’s ever whispered, “What if I don’t feel it yet?”
In This Episode, You'll Hear:
Not every mom feels an instant bond during pregnancy—and that doesn’t make you a bad mom. It makes you human. If this is your experience, know that you’re not alone. The Mama Outspoken Village is here to hold space for your story, without shame or pressure. And if this episode helped you feel seen, we hope you’ll share it with a friend who might need the same reminder.
💛 Join Team Mama Outspoken for the Hope is Here 5K! 💛
This June 21st, I'm lacing up my sneakers—not because I’m a runner, but because I believe no mom should walk through postpartum struggles alone. The Hope is Here 5K supports the Postpartum Resource Center of New York, an organization that’s been part of my story and a lifeline for so many families.
Whether you’re a parent, partner, friend, or supporter, you can make a difference:
👟 Walk or run with us in-person. Register here https://postpartumny.org/25hope/
🤝 Donate to support moms in need here https://www.zeffy.com/team/mama-outspoken
📣 Share this message to help spread hope Every step, every dollar, every share matters.
💥 Join or support Team Mama Outspoken because hope is here—and together, we can help a mama find it. 💛
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.
If you’re ready to get clear on what you actually want your life and business to look like, come dream it into reality with me here.
If you’re a new or future mama who wants a real work‑from‑home option, the internship that taught me virtual assisting and helped me land my first client is this.
If you’re craving an entrepreneur village where you can build relationships, learn core strategies, and grow a business you own (not one that owns you), you’ll want to check out this.
In this heartfelt episode, Jill and Bobby dive deep into a question that so many new parents ask themselves but are often too afraid to say out loud: What if I don’t feel like a good mom? Through a vulnerable conversation sparked by an emotional clip from Jill's book Mama Outspoken, they explore the tangled web of postpartum doubt, healing, and the moments that finally make us believe we’re doing okay—even when it doesn't feel like it. This is an honest look at the emotional toll of early motherhood, the power of a single captured moment, and the grace we must offer ourselves in the process.
In This Episode, You’ll Learn:
If you've ever questioned your worth as a parent or struggled to see yourself through the loving lens others see you through, this episode is for you. Your struggles don’t disqualify you from being a good mom—they make your love even more powerful. Let this conversation be your reminder that you’re not alone in the doubt and that you're more than enough, even on the hard days.
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. We're also gearing up for the Hope is Here 5K to support the Postpartum Resource Center of New York. If you’d like to get involved, you can join my Team Mama Outspoken Here or support the cause and Donate Here. Together, we can support postpartum moms everywhere. 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.
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.
If you’re ready to get clear on what you actually want your life and business to look like, come dream it into reality with me here.
If you’re a new or future mama who wants a real work‑from‑home option, the internship that taught me virtual assisting and helped me land my first client is this.
If you’re craving an entrepreneur village where you can build relationships, learn core strategies, and grow a business you own (not one that owns you), you’ll want to check out this.
In this deeply personal and unfiltered episode, Jill and Bobby open up about the emotional weight of the first few days after birth—particularly the overwhelming feelings of failure, isolation, and pressure that so many parents quietly carry. Jill shares raw reflections from her cesarean recovery and early breastfeeding struggles, while Bobby offers perspective on navigating those vulnerable moments as a partner. Together, they shine a light on the silent expectations placed on new moms and the complicated emotions that can emerge when support doesn’t meet our needs.
In This Episode, You'll Learn:
The early days of parenthood are often filled with expectations that don’t reflect the reality—and the shame that follows can be crushing. But you are not alone in these feelings. By sharing our honest stories, we hope to offer a bit of light, validation, and solidarity to anyone feeling unseen in their postpartum journey. Whether you’re in the thick of it or reflecting back, may this episode remind you that healing starts with being heard.
We hope you'll join us next time! —Jill & Bobby
As we celebrate Mother's Day, we want to honor all the incredible moms out there. You are seen, you are loved, and your journey matters. Whether you're a first-time mom or a seasoned pro, we hope you take time to celebrate YOU.
You are invited to find community with us, check out the Mama Outspoken Village here. For more information or to purchase your copy of the book, you can go here.
We're also gearing up for the Sounds of Silence 5K and the Hope is Here 5K to support the Postpartum Resource Center of New York. Stay tuned for details, and if you’d like to get involved, you can join my team or support the cause. Together, we can support postpartum moms everywhere.
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.
If you’re ready to get clear on what you actually want your life and business to look like, come dream it into reality with me here.
If you’re a new or future mama who wants a real work‑from‑home option, the internship that taught me virtual assisting and helped me land my first client is this.
If you’re craving an entrepreneur village where you can build relationships, learn core strategies, and grow a business you own (not one that owns you), you’ll want to check out this.
Jill and Bobby dive deep into the universal question every new parent grapples with: "Am I a good parent?" From pregnancy through toddlerhood, self-doubt often creeps in, leading us to question our abilities. Jill opens up about how this question weighed on her throughout her pregnancy and early postpartum journey, especially as a first-time mom navigating the emotional complexity of motherhood. With candid insights from both of them, they explore how that doubt lingers in the early days of parenting, only to be slowly replaced by moments of reassurance and connection—evidence of the love and care they’ve poured into their child. In this episode, you'll hear:
Parenthood is full of ups and downs, and it’s easy to get lost in the question of whether you’re doing enough. Jill and Bobby remind us that even during the hardest times, there’s always evidence that you’re doing a great job. Whether it's the simple act of a child checking in on you or those quiet moments of bonding, those are the real indicators of success as a parent. If you’re struggling with doubts about your parenting abilities, this episode serves as a gentle reminder that you are exactly the parent your child needs—and you’ll see that in the evidence of everyday love.
We hope you'll join us next time!
Jill & Bobby
✨ You’re invited to be part of something real and healing — the Mama Outspoken Village. It's where community meets compassion. Check it out here.
📚 Want to dive deeper? Grab your copy of the book here — it's full of the encouragement and honesty every mom deserves.
💛 One of our most trusted places for support is the Postpartum Resource Center of New York — if you're wondering where to turn, start there.
🎥 And one more thing... If you’ve ever felt the weight of big decisions in those early days of motherhood, I want you to know you’re not alone. I created my YouTube channel to reach more moms just like you — or like the sister, friend, or neighbor who might be quietly struggling. By subscribing, you're not just following me — you're helping more moms find the hope, help, and healing they need. Will you help me reach them?
If you’re ready to get clear on what you actually want your life and business to look like, come dream it into reality with me here.
If you’re a new or future mama who wants a real work‑from‑home option, the internship that taught me virtual assisting and helped me land my first client is this.
If you’re craving an entrepreneur village where you can build relationships, learn core strategies, and grow a business you own (not one that owns you), you’ll want to check out this.
Jill and Bobby open up about the emotional complexity of early pregnancy, especially the disconnect between outward joy and inward uncertainty. They reflect on how happiness and doubt can coexist, why the “shoulds” of pregnancy can feel so heavy, and how those early feelings can ripple into the postpartum experience. From buyer’s remorse to divine timing, this episode reveals the vulnerable side of expecting a child that often goes unspoken—even to ourselves.
In This Episode, You'll Hear:
Pregnancy can be both a milestone and a minefield of unexpected emotions. If you’ve ever questioned your feelings or felt disconnected during a time when everyone expected joy, you're not alone. These honest conversations remind us that healing starts when we give ourselves permission to tell the truth.
Join us at the Vision Board Party, April 28, 7pm EST! Whether you're dreaming big for your personal growth or just need some inspiration, this event is all about community, connection, and manifesting your goals. We’d love to have you there—come create, connect, and feel inspired! RSVP Here (Don't worry if you missed it, we host this party quarterly!)
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.
If you’re ready to get clear on what you actually want your life and business to look like, come dream it into reality with me here.
If you’re a new or future mama who wants a real work‑from‑home option, the internship that taught me virtual assisting and helped me land my first client is this.
If you’re craving an entrepreneur village where you can build relationships, learn core strategies, and grow a business you own (not one that owns you), you’ll want to check out this.
Jill and Bobby dive into a raw conversation about their challenges with feeding their son, Declan, and how they struggled to get the proper care and attention from medical professionals. They share their experience of advocating for their child when his tongue tie and lip tie went undiagnosed, leading to hours of frustrating and exhausting nursing sessions. This episode is a candid reflection on how trusting your instincts as a parent, even in the face of dismissal, is crucial for ensuring your child’s health and well-being.
In This Episode, You'll Learn:
Jill and Bobby reflect on the emotional rollercoaster of realizing their son’s feeding struggles were not normal and their journey to get the proper help. They discuss how the system sometimes fails new parents, but they also stress the power of persistence and seeking second opinions. Ultimately, they encourage parents to advocate for themselves and their children, knowing that their instincts can be the key to unlocking answers that the system may miss.
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.
If you’re ready to get clear on what you actually want your life and business to look like, come dream it into reality with me here.
If you’re a new or future mama who wants a real work‑from‑home option, the internship that taught me virtual assisting and helped me land my first client is this.
If you’re craving an entrepreneur village where you can build relationships, learn core strategies, and grow a business you own (not one that owns you), you’ll want to check out this.
Jill and Bobby reflect on their experience attending the premiere of Behind the Joy, a powerful film directed by Jamal Smart that highlights the reality of postpartum mental health struggles. They discuss the film’s impact, key moments that resonated deeply, and how it can serve as a tool to spark conversations about postpartum depression, anxiety, and OCD. They also open up about their own parenting highs and lows, sharing personal insights into the emotional journey of raising a toddler.
In This Episode, You'll Learn:
Postpartum struggles are real, but they don’t have to be faced alone. By sharing stories and starting conversations, we can create a stronger, more informed village for new parents. Learn more and find where to watch Behind the Joy by Jamal Smart HERE.
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.
If you’re ready to get clear on what you actually want your life and business to look like, come dream it into reality with me here.
If you’re a new or future mama who wants a real work‑from‑home option, the internship that taught me virtual assisting and helped me land my first client is this.
If you’re craving an entrepreneur village where you can build relationships, learn core strategies, and grow a business you own (not one that owns you), you’ll want to check out this.
Jill and Bobby dive deep into their personal experiences with childbirth and the emotions surrounding their first cesarean birth. They reflect on Bobby’s fears during Jill’s C-section, their growing knowledge about birth options, and their considerations for a future home birth. As they prepare for baby #2 (eventually!), they openly discuss the fears, hopes, and lessons they've gathered along the way.
In This Episode:
Jill and Bobby invite listeners into their raw and honest conversation about navigating parenthood, past birth experiences, and future plans. Whether you're preparing for your first baby or considering a different birth experience for the future, this episode offers insight, reflection, and support.
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.
If you’re ready to get clear on what you actually want your life and business to look like, come dream it into reality with me here.
If you’re a new or future mama who wants a real work‑from‑home option, the internship that taught me virtual assisting and helped me land my first client is this.
If you’re craving an entrepreneur village where you can build relationships, learn core strategies, and grow a business you own (not one that owns you), you’ll want to check out this.
In this episode of the Mama Outspoken podcast, hosts Jill and Bobby share their experiences as first-time parents navigating toddlerhood. They begin with their highs and lows of the week, discussing the challenges they faced, such as dealing with snowstorms and car troubles, as well as highlights like attending a monster truck event with their child. The main focus of the episode is their insightful discussion on the movie 'Night Bitch', which opened their eyes to the realities of perinatal mood and anxiety disorders. Through watching the film, they reflected on their own experiences with postpartum depression, anxiety, and rage, and emphasized the importance of understanding and supporting new moms. They advocate for the necessity of awareness and dialogue around these issues, encouraging both parents and their support networks to watch films that depict these challenges to foster better understanding and support.
The audio clip is from the official Nightbitch trailer, sourced from Searchlight Pictures' YouTube channel. We do not own the rights to this content. All rights belong to Searchlight Pictures and the respective copyright holders. This clip is shared for discussion, commentary, and educational purposes under fair use.
Check out episode episode 16 - The Courage to Ask: Conversations About Parenthood and Support to learn more about the Behind the Joy film.
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.
If you’re ready to get clear on what you actually want your life and business to look like, come dream it into reality with me here.
If you’re a new or future mama who wants a real work‑from‑home option, the internship that taught me virtual assisting and helped me land my first client is this.
If you’re craving an entrepreneur village where you can build relationships, learn core strategies, and grow a business you own (not one that owns you), you’ll want to check out this.
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