Girls Night with Stephanie May Wilson

For years, I thought New Year's resolutions would finally turn me into the “best version” of myself. Spoiler: they mostly left me discouraged, exhausted, and convinced I was already falling behind. So I stopped. And in this episode — my last before a long season away from the podcast — I’m sharing the simple New Year’s ritual I created instead. One that feels grounding, healing, spacious, and actu...

In today’s Girls Night, we’re talking about what to do when you’ve done everything “right” and it’s still not working. Maybe you’ve followed the rules, made the plans, gone to therapy, prayed the prayers, checked all the boxes… and yet your life, career, relationships, or family story still don’t look anything like what you hoped for. It feels like you’re stuck in a giant “this is not what I order...

Welcome to Girls Night! We’re down to the final few episodes of the year, and today we’re diving into something so many of us feel this time of year but rarely say out loud: 👉 Why does the holiday season sometimes feel like one big “This is not what I ordered”? Maybe you thought you’d be spending Christmas with someone special this year, or reaching a goal you’d hoped to hit by December. Maybe fa...

This week on Girls Night, we’re doing something a little different — and incredibly special. As my twins turn five (how?!), I’ve been reflecting on everything I wish I could go back and tell myself before becoming a mom. The fears, the hopes, the questions, the emotions — the moments when I looked around and thought, “This is not what I ordered.” So in today’s episode, I’m sharing four letters I w...

All season long, we’ve been talking about what I call The Everything Era—that season when you have to make so many of the biggest, most consequential decisions of your life all at once. It’s full of possibility, but it’s also full of pressure—especially when some of those decisions don’t seem to fit together very well. And one of the trickiest examples of that is the tension between career and mot...

Sometimes life doesn’t go the way we planned. The job ends, the relationship shifts, the dream unravels — and we’re left standing in the in-between, wondering how to trust again. In this episode of our Not the Life I Ordered series, we’re talking about what it looks like to start dreaming again after disappointment. We’ll talk about rebuilding hope, rediscovering curiosity, and learning to believe...

If you’ve been feeling disconnected lately — like everyone else has their people and somehow you just… don’t — you’re not alone. In this episode, we’re talking about why friendships fade, why loneliness doesn’t mean something’s wrong with you, and how to start again. Stephanie shares the five most common kinds of disconnection, what science says about why friendship really matters, and a simple re...

This season, we’ve been talking about what to do when you look around at your life and think, “Wait… this is not what I ordered.” Maybe things didn’t turn out the way you thought they would — and now you’re asking those big, scary, beautiful questions: Who am I now? What do I want? Where do I go from here? But for a lot of us who grew up in church, those questions can feel… complicated. Because so...

Have you ever woken up one day and thought, “I don’t even know who I am anymore?” Maybe it’s after motherhood, a breakup, a big move, burnout, or even after finally reaching a goal you worked so hard for — and suddenly realizing it doesn’t feel the way you thought it would. Somewhere along the way, between the to-do lists and expectations, you lost touch with the person underneath it all. In this...

This week on Girls Night, we’re asking one of the biggest — and maybe most important — questions we can ask ourselves: Do you like your life? And even more — do you believe you’re allowed to? So many of us have followed all the rules, checked all the boxes, and built the kind of life we thought we were supposed to want — only to look around and wonder why it doesn’t feel like home. In this episode...

Have you ever felt like you were doing everything “right” — checking every box, following every rule — and still ending up restless, disappointed, or wondering, Is this really the life I want? In today’s episode, we’re talking about something many of us rule-followers were never taught how to do: questioning authority. We’ll unpack: Where the formulas and “life scripts” we’ve been following actual...

Season 22 is here — and Girls Night just turned 8! In this special kickoff, Stephanie introduces our new series, Not the Life I Ordered, a single, long, rolling conversation about what to do when your life doesn’t look or feel the way you thought it would — especially in The Everything Era, when all the biggest decisions arrive at once. You’ll hear the origin story of Girls Night, why this season...

What happens when two of the biggest parts of your life collide—your career and your desire to start a family? That’s exactly what we’re talking about in today’s Girls Night episode. I’m joined by my dear friend Jena Dunay—a mom of two, business owner, and career strategist who has spent years helping women navigate big transitions in their work lives. Jena knows firsthand what it looks like to ju...

Hey friend, welcome to Girls Night — a podcast for women who are figuring out what's next.  Whether you're focused on career, dating, getting married, having kids, or honestly just trying to figure out your life right now — this show gives you expert guidance and practical next steps to create a life you genuinely love, not one someone else thinks you should live. I'm Stephanie May Wilson — 9x aut...

Do you ever feel like everything on your to-do list is important? Like, genuinely important? And you want to do it all well, but you're also feeling completely overwhelmed and maybe a little burned out? If you just nodded your head, this episode is for you. I'm sitting down with my new friend Alexandra Kaval — who coaches ambitious women through exactly this struggle. And friends, this conversatio...

Ever wonder how happy couples actually divide up household tasks without constant arguments? In this candid conversation, Stephanie sits down with her husband Carl to reveal the ONE thing that transformed their marriage: figuring out who does what around the house. After 11 years of marriage, they've cracked the code on avoiding resentment, eliminating daily arguments about chores, and creating a...

Have you ever rehearsed a difficult conversation perfectly in the shower but completely froze when it came time to actually have it? Maybe you're avoiding setting a boundary with a friend, dreading the "where is this relationship going?" talk, or putting off asking for help when you're overwhelmed. If you've ever lost sleep over conversations you know you need to have but keep putting off, this ep...

Today we're tackling something I know so many of you are dealing with as we head into summer family gathering season. Have you ever been at a family event when someone - let's call her Aunt Sharon - starts asking those pointed questions that somehow manage to hit every single insecurity you've been trying not to think about? You know the ones: 'So, are you seeing anyone special?' followed immediat...

Have you ever scrolled through Instagram seeing friend groups on vacation together, celebrating everything as a unit, and genuinely wondered, "How do they all live in the same city? How did they find each other? And how can I find my people?" Maybe you've moved somewhere new and you're still making small talk with acquaintances months later. Or you're tired of being the one who always has to reach...

Hey friend! Welcome to Girls Night — your home as you navigate your Everything Era. I'm Stephanie May Wilson, and if you've ever had to excuse yourself to cry in a bathroom at someone else's celebration, this episode is for you. You know the feeling, right? You're genuinely happy for your friend who just got engaged, promoted, or pregnant — but there's this other part that feels like each piece of...

Welcome to Girls Night! This podcast is for every woman in her Everything Era — that wild decade where we're making the most significant decisions of our lives all at once. Whether you're second-guessing a career move, questioning a relationship decision, or wondering if you're making the right choices about your future — you're in the perfect place. Today's episode is especially close to my heart...

Hey friend! Welcome to Girls Night! I'm beyond thrilled to share today's episode with you because I’m talking with my very best friend, Kelsey Bennett. Kelsey and I both took the leap and relocated our families to Spain just 10 months ago, and I'm so excited to dive into what our experience has been like navigating this significant life change. In this conversation, we'll explore the highs and low...

Hey friend! Welcome to Girls Night! It's hot here in Granada, Spain - my family and I moved here last summer - which means I'm instantly desperate for a pool. I cannot wait to go swimming this summer, and as we speak, I'm trying to wiggle one last weekend getaway out of our hotel points before we head back to the US for the summer. But naturally, just like summer means swimming, swimming means swi...

Hey friends! Welcome to Girls’ Night! I’m so excited. We’re officially back for Season 21 of the Girls Night Podcast! Can you believe it? Twenty-one seasons of this show started in my bedroom closet when Carl and I were newlyweds and trying to figure out life, and here we are - still figuring it out together, just in different ways. This season, we're going back to the heart of Girls Night. This s...

Hey friends! Welcome to Girls’ Night! I’m so excited about today’s episode. Today we’re talking about how to stop letting fear run your life. If you're like me, you have a vision for your life and career and your family- but somehow, fear, self-doubt, and uncertainty keep creeping in, whispering that you're not enough or that you're just not ready. Well, it's time to silence those voices and start...