Pregnancy, Postpartum & Parenting: A Family Chat with Stephanie & Lainey Jacobson (AKA: Lil’ Brew)

This week, we’re opening the doors to the Speakeasy Studio for an extra special, joy-filled episode — one that’s equal parts heartfelt, hilarious, and incredibly personal.

I’m joined once again by my amazing wife, Stephanie Jacobson, making her third appearance on the show. And this time, we’re also welcoming a very special first-time guest — and our youngest guest ever — our daughter, Lainey Monroe Jacobson, also lovingly known as Lil’ Brew.

This episode dives deep into the world of pregnancy, postpartum recovery, and the emotional rollercoaster of becoming parents. We talk about what it was like preparing for Lainey’s arrival, how Stephanie navigated the physical and mental challenges of pregnancy, and what surprised us most about those early days after birth. Stephanie gets real about her postpartum journey — the highs, the lows, and everything in between — and we share some of the things we wish we had known beforehand.

We also reflect on how life, relationships, routines, and identities shift after having a child, and what it’s been like learning to parent as a team. Expect candid conversations, a few parenting confessions, sweet moments with Lil’ Brew chiming in, and plenty of laughs along the way.

Whether you’re a parent, a parent-to-be, or just curious about what this chapter of life is really like behind the scenes, this episode offers real talk, genuine emotion, and plenty of love. It’s one of our most personal episodes yet — and we’re so excited to share it with you.

Don’t miss this beautiful, funny, and honest conversation about growing a family, growing as people, and finding joy in the chaos.

Drink: Jose Cuervo Margaritas

Sponsor:

Jacobson Real Estate Co.

https://jacobsonrealestatecompany.com

Brews & Cruise Podcast

https://brewsandcruisepodcast.com