- 10 minutes 56 seconds397 | Bring Back the 90s: The Good Ole Days
Welcome back, WIFs.
This week, Lauren and Michelle are kicking off a brand-new series that takes them straight back to one of the most beloved decades of all time:The 90's.Before smartphones. Before social media. Before everyone carried a tiny computer in their pocket.Back when Saturday mornings were reserved for cartoons, phone numbers lived in your memory, and the only way to find your friends was to hop on your bike and go looking for them.In this first installment of Bring Back the 90's, the sisters take a nostalgic walk down memory lane and revisit the little things that made growing up in the 90's feel so special and…better?Press play, get cozy, and join Lauren and Michelle as they begin their journey back to the good ole days.Because sometimes looking back reminds us of exactly what we've been missing.
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9 July 2026, 5:29 am - 51 minutes 7 seconds396 | What If You Started Tracking Joy Instead of Productivity?
Welcome back, WIFs!
This week, Lauren and Michelle explore a question that feels especially relevant in today's world: What if we've become experts at tracking our health, productivity, and performance—but forgotten to track the moments that actually make life meaningful?
Inspired by a thought-provoking New York Times article, the sisters unpack why so many of us obsess over sleep scores, fitness rings, and wellness metrics while overlooking the everyday experiences that bring us genuine happiness. From unforgettable conversations and spontaneous adventures to sunsets, favorite books, laughter, and time with the people we love, they consider what life might look like if we started measuring joy instead of perfection.
Along the way, they catch up on nostalgic beauty products, Trader Joe's skincare finds, growing gardens, and the simple pleasures that have been making life feel a little cozier lately. They also share what they're currently watching, listening to, and the small moments from the past week that reminded them happiness often lives in the ordinary.
Press play, get cozy, and join the conversation about redefining what truly matters, paying closer attention to the moments that make us feel alive, and creating a life that's rich in memories—not just metrics.
Because at the end of the day, the best things in life probably aren't meant to be optimized—they're meant to be experienced.
Resources:
This episode is sponsored by Let It Be Us and Chicago Private Wealth Group.
2 July 2026, 5:00 am - 1 hour 3 minutes395 | Whatever, LOL: A Cozy Conversation About Generational Differences
Welcome back, WIFs!
This week, Lauren and Michelle dive into the fascinating world of generational differences after a nostalgic night at Stand By Me sparked a conversation about Gen X, Millennials, and the experiences that shaped each generation.
From drinking out of garden hoses and crafting the perfect AIM away message to navigating the transition from encyclopedias to smartphones, the sisters explore how childhood experiences influence the way we work, communicate, spend money, and view the world today.
Inspired by a thought-provoking conversation between psychologist Jean Twenge and The Psychology Podcast, Lauren and Michelle discuss the cultural forces that have shaped different generations, including the impact of the pandemic, changing social norms, evolving technology, and the ways people often misunderstand one another across age groups.
Press play, get cozy, and join the conversation about nostalgia, changing times, and finding appreciation for the generation you came from—and the ones that came before and after.
Because no matter your generation, we're all just trying to figure it out as we go.
Resources:
This episode is sponsored by Let It Be Us and Chicago Private Wealth Group.
25 June 2026, 6:37 am - 1 hour 10 minutes394 | Why We Need More Laughter and Less Life Advice with Maggie Hughes DePalo
Welcome back, WIFs!
This week, Lauren and Michelle are joined by Chicago stand up comedian Maggie Hughes DePalo for a conversation that proves laughter might just be one of the best wellness tools we have. Known for her deadpan delivery and wildly relatable observations about marriage, motherhood, aging, and everyday life, Maggie has built a devoted audience by finding humor in the moments most of us are quietly living through.
Together, the sisters and Maggie dive into the absurdities of modern life. They discuss why comedy connects us, what makes everyday experiences so universally relatable, and how learning to laugh at ourselves can make life's challenges feel a little lighter.
The conversation also explores Maggie's journey into stand-up comedy, her thoughts on today's culture, the comedians who inspired her, and what it's like building a career around telling the truth—just with better punchlines.
Press play, get cozy, and join the conversation about finding humor in the chaos, embracing imperfection, and remembering that nobody has life completely figured out—even if it looks that way online.
Because sometimes the most comforting realization is that we're all just doing our best... and hopefully laughing along the way.
Guest: Maggie Hughes DePalo — Chicago stand up comedian, storyteller, and co-founder of All That Good Stuff Comedy.
Resources:
Maggie Hughes Depalo Tour Dates
This episode is sponsored by Let It Be Us and Chicago Private Wealth Group
18 June 2026, 6:09 am - 56 minutes 42 seconds393 | Are We Finally Tired of Optimizing Everything?
Welcome back, WIFs!
This week, Lauren and Michelle are exploring the newest wellness trend that's quietly pushing back against hustle culture: slowmaxxing.
After years of tracking every step, optimizing every habit, and trying to squeeze maximum productivity out of every hour, many people are craving something entirely different—a slower, simpler way of living.
In this episode, the sisters unpack why so many of us feel exhausted by constant self-improvement and why doing less suddenly feels so radical. They discuss slower summers, nostalgic 90s vibes, and the simple pleasures they're gravitating toward this season.
From front porch mornings and digital boundaries to reading for enjoyment and leaving white space on the calendar, Lauren and Michelle share practical ways to embrace a slower pace without feeling guilty about it.
The conversation also wanders into summer memories, the first week of school break, nostalgic movies and television, and their quest to create the most 90s summer possible.
Plus, Lauren shares her thoughts on reading Fried Green Tomatoes at the Whistle Stop Café, the sisters discuss what they're currently watching, and celebrate the little things bringing them joy lately.
Press play, get cozy, and join the conversation about embracing simplicity, letting go of the pressure to optimize everything, and remembering that your worth isn't measured by your productivity.
Because sometimes the most productive thing you can do is absolutely nothing.
Resources:
This episode is sponsored by Let It Be Us and Chicago Private Wealth Group.
11 June 2026, 6:08 am - 49 minutes 53 seconds392 | Bring Back Bookstores, Book Fairs & Boredom
Welcome back, WIFs.
This week, Lauren and Michelle are tackling a question that feels surprisingly relevant in today's world:
Is reading becoming a luxury?
Not financially.
Mentally.
Between endless notifications, social media feeds, short-form videos, and the constant temptation to check our phones, uninterrupted focus feels harder to come by. Getting lost in a book for hours? These days, it almost feels like a superpower.
In this episode, the sisters take a nostalgic trip back to Scholastic Book Fairs, library visits, summer reading challenges, and the days when an afternoon could disappear inside a great story. They reflect on how reading shaped their childhoods and why spotting someone reading an actual book in public now feels oddly inspiring.
Along the way, Lauren and Michelle discuss attention spans, doomscrolling, and the modern struggle to stay present. They also ask a simple question: When was the last time you got completely lost in something?
A book. A movie. A hobby. A conversation. A walk.
The sisters also dream up their ideal cozy bookstore and coffee shop, share what's helping them slow down lately, and explain why creating spaces for readers—and the "I swear I'm going to read more" crowd—feels more important than ever.
Plus, they're sharing what they're currently reading and watching, along with a simple joy bringing a little extra peace to the week.
Press play, get cozy, and join the conversation about books, focus, nostalgia, and finding your way back to the things that deserve your full attention.
Because sometimes the most rebellious thing you can do is put your phone down and read a damn book.
Resources
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Thank you to our sponsors Let It Be Us and Chicago Private Wealth Group.
4 June 2026, 6:38 am - 58 minutes 9 seconds391 | The Great Chicago Pizza Debate & the Foods That Built This City
Welcome back, WIFs!
This week, Lauren and Michelle are diving fork-first into a cozy conversation about Chicago food, summer nostalgia, and the iconic meals that helped shape the city they love so much.
What started online as a casual conversation about Chicago tavern style, ahem, thin crust pizza quickly turned into passionate Chicagoans flooding the comments with very strong opinions and some hate. That level of commitment to local food lore deserves its own episode.
From deep dish pizza and dipped Italian beefs to loaded hot dogs and spicy giardiniera, the sisters unpack the stories, history, and nostalgia behind some of Chicago’s most legendary foods — and why these meals feel so deeply tied to identity, family, comfort, and community. Somehow, the foods that once fed working-class neighborhoods became part of the soul of the city itself.
Per usual, Lauren and Michelle also share what they’re reading, watching, and listening to lately — including a classic Pride and Prejudice reread, a spooky weekly series, and a podcast obsession they can’t stop talking about.
Press play, get cozy, and join the sisters for a conversation about food, memories, summer magic, and why the simplest things often stay with us the longest.
Because sometimes a pizza, a hot dog, or a perfect summer night can tell the story of an entire city.
Resources:
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This episode is sponsored by Chicago Private Wealth Group and Let It Be Us.
28 May 2026, 6:46 am - 1 hour 10 minutes390 | AI Is Everywhere…But Should We Trust It?
Welcome back, WIFs.
This week, Lauren and Michelle are diving into the topic that feels impossible to escape right now:
AI.From Mel Robbins to Reese Witherspoon, everyone seems to be talking about artificial intelligence. Should we be excited by it? Terrified of it? A little bit of both?
In this episode, the sisters explore AI from the perspective of everyday humans trying to navigate a rapidly changing world. No tech jargon. No expert analysis. Just a cozy, honest conversation about what it all means for the way we live, think, work, create, and connect.
They discuss the growing fear of losing critical thinking skills, the environmental concerns surrounding AI, and the increasing difficulty of knowing what’s actually real online anymore. But they also explore the hopeful side of technology, how it could potentially help solve major health issues, create new opportunities, and reshape everyday life if used mindfully.
Most importantly, Lauren and Michelle reflect on the things AI can never replace: storytelling, grief, friendship, intuition, creativity, lived experience, human connection, and the soft skills that make us who we are. They also share how they personally use AI in daily life, where they draw boundaries, and why this conversation matters more than ever right now.
Per usual, the sisters share what they’re reading, watching, and listening to, along with a dose of weekly simple joys.
Press play, get cozy… and let’s talk about the future together.
Because maybe now more than ever, doubling down on your humanity is the whole point.
21 May 2026, 6:44 am - 59 minutes 26 seconds389 | Stop Optimizing Your Life
Welcome back, WIFs.
This week, the sisters are talking about something wildly underrated:
whimsy.Not optimizing your life.
Not fixing yourself.
Not becoming better.Just…enjoying it.
We get into why adults are so serious, how tiny moments (like drinking water from a wine glass) can shift your whole mood, and why you might need a solo playdate more than another self-improvement routine.
Lauren and Michelle also share what they’re currently reading, watching, and listening to—including a conversation around therapy, self-understanding, and learning to work with the different “parts” of ourselves instead of against them.
This episode is your reminder that not everything needs to be serious.
Some things can simply be joyful. Quirky. Comforting. Whimsical.Press play, get cozy… and come find a little whimsy with us.
Resources:
This episode is sponsored by Let It Be Us and Chicago Private Wealth Group
14 May 2026, 6:11 am - 51 minutes 10 seconds388 | The Chicago Way to Talk About Mental Health with Ben Shabad
Welcome back, WIFs.
It’s Mental Health Awareness Month, and we’re talking about it in a way that actually feels… doable.
We’re joined by licensed therapist Ben Shabad—who, fun fact, won a Jeremy Allen White look-alike contest back in 2024 (we had questions).
From phone addiction and constant scrolling to boundaries, habits, and slowing down in a fast-paced city like Chicago—we also get into something equally important: how good conversation (and yes, pizza) might be one of the most underrated mental health tools we have.
Because mental health isn’t just about crisis—it’s about awareness.
Press play, get cozy, and come sit with us.
Resources:
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This episode is sponsored by Chicago Private Wealth Group and Let It Be Us.
7 May 2026, 6:38 am - 1 hour 1 minute387 | Our “Dead Mom Era”: The Memories, The Goodbye & The Grief
Welcome back, WIFs.
It’s been seven years since Lauren and Michelle lost their mom—and today, they’re talking about it.
Their “dead mom era.”Not overly heavy…
but real, honest, sometimes funny—
the way grief actually lives inside us.In this episode:
Early memories that stuck (the little, random ones that somehow mean everything)
The final days—what shifted, what they noticed, what they felt
Sitting beside her, caring for her, staying close as everything slowed down
The unexpected parts of grief… including moments that were peaceful—and yes, even funny
What happens after loss, and how grief evolves over time
Grief doesn’t disappear.
It changes. It softens. It shows up in new ways.And eventually, you realize—moving forward doesn’t mean leaving them behind.
You just learn how to carry them differently.This episode is about their mom—
who she was, what it felt like to lose her,
and what it looks like to live with that loss, years later.Press play, get cozy… and come sit with us.
Resources:
Come To Our Event at Brewpoint!
This episode is sponsored by Chicago Private Wealth Group and Let It be Us.
30 April 2026, 7:38 am - More Episodes? Get the App