Did She Just Say That?

Hello, November! We’re ready for you! 

The air is getting cooler, the sweaters are coming out, and suddenly everyone has an opinion about how Thanksgiving dinner should be done! 

This week, we’re talking all things November: favorite Thanksgiving dishes, family traditions, holiday memories, the foods we can’t live without (and the ones we could absolutely do without), and all the little things that make this time of year feel special.

From family chaos to comfort food, we’re welcoming the fall season with open arms, full plates, and probably a few controversial opinions along the way!

So grab your favorite cozy drink, settle in, and come hang out with us. Because around here, there’s always something to say!

 Love, Ash & Chess

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Wait… How Did We Get Here? 🤷🏼‍♀️ 

Remember when you thought you had your whole life figured out? 😂 The plans, the dreams, the expectations… and then life said, “Bless your heart!” ♥️ 

In this episode of Did She Just Say That?, we’re reflecting on how much life can change from our 20s to our 30s (and what’s waiting around the corner in our 40s!). From making questionable decisions for love to navigating unexpected life changes, shifting priorities, and learning what truly matters, we’re unpacking the lessons that come with growing up.

We talk about the pressure to have it all figured out, finding confidence in your own skin, the importance of community, and learning to appreciate the life you have—even when it looks nothing like the one you planned. 🗓️ 

Because sometimes the life you never saw coming is the one that teaches you the most.

So grab your coffee, settle in, and join us for some honest reflection, a few laughs, and a reminder that you don’t have to have it all figured out to find peace right where you are. ☮️ 

As always, there’s a seat for you at our table. ❤️

Love,

Ash & Chess 💛💛

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Ladies, can we talk about the guilt we carry before our feet even hit the ground? 

We forgot one thing yesterday, and suddenly we’re questioning our entire existence… never mind the 1,000 other things we actually DID accomplish. Sound familiar?

In this episode of Did She Just Say That?, we’re talking about the guilt women carry in all its many forms: mom guilt, career guilt, friend guilt, and the guilt that creeps in when other people question our decisions. And no, we’re not saying men don’t carry guilt. We just can’t speak for their experience. We’re talking about the weight we know firsthand.

Why do we feel guilty for not doing it all, being everything to everyone, and making decisions that other people might not understand? When did simply being human become another reason to feel like we’re falling short?

We’re getting real about the expectations we put on ourselves, the opinions we let get in our heads, and why it might be time to give ourselves a little grace and put some of that guilt DOWN.

Oh, and Ash spills some BIG tea in this episode.  We’re not giving that away here, so you’re just going to have to listen for yourself!

Grab your coffee, settle in, and join us for another honest conversation with your favorite girlfriends. Because you don’t have to carry it all, and you definitely don’t have to carry it alone.

And remember, you always have a seat at our table.

Love, 

Ash & Chess

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Are We Chasing the Wrong Things?

What if the thing you’ve been chasing isn’t actually the thing you need?

In this episode, we’re getting real about the pressure to want more, achieve more, have more, and become more—and asking the question: What are we actually chasing?

We unpack the familiar promise of “I’ll be happy when…” — when we get the promotion, make more money, find the relationship, reach the goal, buy the thing… and then what? Do we finally feel satisfied, or do we just find the next thing to chase?

Maybe the goal isn’t more control, but more peace.  
 Maybe it’s purpose over popularity.
 Maybe it’s learning to stop chasing what looks good and start seeking what actually matters. 

We’re asking some uncomfortable questions: Where are you spending your time? Your money? Your thoughts? Your energy? Because where we spend those things can tell us a whole lot about what we’re truly seeking.

And, of course, we’re not sitting on a soapbox pretending we have it all figured out. We’re being honest, transparent, and taking a hard look at what we’re chasing, what we’re seeking, and what we might need to let go of.

So… are you chasing the right things?

Or are you just really good at running?  

You know the drill. 
Pull up that seat!  

Love,

Ash & Chess 💛💛

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Girl, I Got You! 💕

What does it actually mean to be a friend who shows up?

In this episode, we’re talking about the art of being a good friend—not just being available, but being intentional. We’re getting real about what it looks like to show up for the people we love, especially when they’re going through something. ❤️‍🩹 

Sometimes showing up looks like a big gesture. But sometimes? It’s sitting on the couch, listening without trying to fix it, sending the “just checking on you” text, or simply reminding your friend, “Girl, I got you.” 🫶🏼

We’re sharing our own experiences of supporting friends when they needed us most and asking ourselves what kind of friends we’re choosing to be.

And we’re challenging YOU to pick one person this week and intentionally pour into them. Send the text. Make the call. Drop off the coffee. Give the hug. Show some extra love. 🤗 

Because being a great friend doesn’t have to be complicated—it just requires showing up. 💗

Girl, I got you. And sometimes, that’s exactly what someone needs to hear.

Grab a chair 🪑 and join our table!

Love, 

Ash & Chess 💛💛

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Sometimes you plan an episode. Sometimes you hit record and just… wing it.

This week was definitely the latter.

It was the anniversary of Ash losing her dad, and the grief showed up differently this year. Four years later, she found herself feeling something she hadn’t really experienced before: anger. So we talked about it. Honestly. Messily. Without notes, without a plan, and without trying to make grief sound pretty.

We talked about how grief doesn’t look the same for everyone or even the same person from year to year. Ash opened up about grieving her dad and the grief that came with her divorce, while Chess shared how she carried anger throughout her childhood without understanding that so much of it was connected to losing her own dad so young.

And somewhere along the way, we realized something we’ve both been learning over the last couple of years: sometimes you actually have to sit in the feelings.

That’s not exactly our specialty.  We’re usually the “keep moving, keep going, figure it out” girls. But learning to stop, feel what’s there, and deal with it instead of immediately trying to fix it has changed more than we expected.

We also talked about showing up for people who are grieving and how sometimes the best thing you can offer isn’t advice, a perfectly chosen sentence, or a reminder that everything will be okay. Sometimes it’s just being there. Sometimes it’s silence.

Although… silence has never exactly been our love language. So naturally, we had to end up at the silent table. 

Is this a new season of life? Is it getting older? Is it finally feeling safe enough to sit with the hard stuff? We honestly don’t know.

But we want to know what you think.

Has the way you experience grief changed as you’ve gotten older? Has anger ever surprised you in your grief? Have you learned to sit in your feelings instead of running from them?

Come wing it with us.

You always have a seat at our table.

Love, 

Ash & Chess

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Summer, we’re not ready to let you go… but apparently you have other plans. 

Hot Girl Summer has officially left the chat, and we’re looking back at all the things that made this summer one we’ll be talking about for a while. The highs, the highlights, the songs that became the soundtrack, the moments we wish we could bottle up, and of course, our undying love for summer.

But as much as we hate to see it go, there’s something about that first crisp morning, football on TV, a bonfire at night, and pulling out the fall clothes that makes us pretty excited about what’s next. 

So we’re saying hello to fall and all the things we love about it, from fashion and food to football, bonfires, fall activities, goals, and the bucket-list things we want to squeeze in before winter comes knocking.

And because we can’t have a perfectly normal conversation, we put summer and fall head-to-head in a few very important and completely scientific comparisons. 

We wrap things up by asking ourselves what we’re leaving behind with summer, what we’re taking with us into fall, and what we’re intentionally making room for in this next season.

So grab your favorite fall drink, turn us up, and come hang out with us as we close one season and welcome another.

And as always, you have a seat at our table!

Love, 

Ash & Chess

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🥊 FIGHT CLUB: RELATIONSHIP EDITION

Let’s talk about fighting… but not the kind that ends with someone sleeping on the couch. 😂

Conflict is part of every relationship. Romantic, friendships, family, coworkers—we’re all going to disagree. The question isn’t whether we’ll fight, but whether we know how to fight together.

In this episode of Did She Just Say That?, we’re getting real about navigating conflict, fighting fair, and learning what it looks like to choose repair over perfection.

Sometimes fighting fair means putting your pride aside. Sometimes it means asking, “Are we actually fighting about this… or is there something deeper underneath it?” And sometimes, the healthiest thing you can do is walk away, cool down, and come back ready to communicate.

We’re talking about:
 🥊 Understanding each other’s conflict styles
 🥊 What makes us shut down
 🥊 Knowing when to take a break
 🥊 The difference between the issue and the root cause
 🥊 What a genuine apology actually looks like
 🥊 Letting go of pride and choosing connection
 🥊 Why repair matters more than getting it perfect

Because healthy relationships aren’t conflict-free—they’re repair-capable.

So grab a chair, pull up a seat, and come join us at the table… because this conversation might have you saying, “Did she just say that?” 😂

Love, Ash & Chess 💛💛

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And we have our FIRST EVER GUEST! 

Meet Sarah — one of our dearest friends and the perfect person to join us for a conversation about what it really looks like to be a woman in your 20s, 30s, and 40s.

The expectations.
 The confidence crisis.
 The career questions.
 The relationships.
 The friendships.
 The “wait… am I actually doing this right?” moments. 😂

Because every decade comes with its own version of a quarter-life crisis… apparently.

We laughed. We got honest. We probably overshared. And somewhere along the way, we realized that no matter what decade you’re in, none of us really has it figured out.

So, of course…….you have a seat at our table! 

Love,

Ash & Chess

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At some point, you stop asking, “Can I?” and start asking, “Do I even want to?” 

In this episode, we’re talking about all the things we’ve officially decided we are too old for from uncomfortable clothes, staying out late, bad mattresses and heels that should come with a warning label… to drama, games, situationships, bad communication, breadcrumbs, ghosting and minimum effort in relationships.

Because getting older doesn’t necessarily mean you care less. Maybe you just finally know what is actually worth caring about.

We’re talking about boundaries, dating in our 30’s and 40s, choosing peace over drama, being intentional with our time, and realizing that “no” is a complete sentence. And yes… there are still a few things we’re absolutely not too old for. Matching outfits included. 

So grab your coffee, your comfy clothes, your good sheets and your favorite blanket, and come sit at the table with us.

Love, 

Ash & Chess

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