PODCAST · arts
Two Sisters In Business
by Lauren Dudley Stephens & Kaki Dudley McGrath
Hi there, I'm Lauren and I'm Kaki and we are sister business partners and shockerbest friends This is our podcast two sisters in business. We'll let you decide who'solder. We hope you'll join us while we talk about what it's like to work with yoursister, to be a mom, and run a family business. So listen to us in the pickup lineat school or while you're having your morning coffee. We want you to be inspired toStart that side hustle, escape the stresses of the day, and most importantly, laughalong the way. Find us at Spotify, Apple, or wherever your podcasts are found. Andin case you're wondering, I'm the oldest. We hope you'll join Kaki and me. This isTwo Sisters in Business.
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Episode 63: A Case Study on Allbirds
On today's episode, we deep dive on the infamous brand AllBirds, what went wrong, what went right, and where it all ended up. And as always, sharing our insights on how it relates to our business-- the ending will definitely surprise you!
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Episode 62: The Evolution of the Dudley Turtleneck
On today's episode, we discuss the evolution of our turtleneck, what we are planning for next and our thoughts for the future of Dudley Stephens.
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Episode 61: Staying Inspired
On today's episode, we discuss what it feels like when we are in a creative and mental rut, and what we both do to try to get out of it. Hint: we record a podcast episode! Listen in for our debate on how to stay inspired and where we search for inspiration.
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Episode 60: Our Chat with Award-winning Sports Broadcaster, Television Host & Podcaster, Lindsay Czarniak
We have a very special guest on today's podcast, Lindsay Czarniak! Lindsay takes us through her career milestones and some of her craziest stories from sideline reporting throughout her illustrious run as journalist, television host and now podcaster. We left this conversation feeling so inspired and we know you will too.
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Episode 59: A Case Study on the Rise and Fall of Viral Brand Parade
On today's episode, we are deep diving on the viral underwear brand, Parade. Launched in 2019, well after we had launched Dudley Stephens, but shuttered just last year in 2025, we discuss all the things Parade did both wrong and right, with some surprising conclusions that can educate us all on how to operate a retail business to flourish instead of fail.
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Episode 58: What is making us hit "buy" in 2026?
On today's episode we discuss what is convincing us in 2026 to actually hit "buy now". We discuss how much our emotions, price, brand voice, and styling advice push consumers to eventually hit the buy button.
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Episode 57: Controlling the Uncontrollable
On today's episode, we get brutally honest on what it feels like when things feel totally out of our control in both personal and business life, and Lauren shares a crazy travel story from her spring break travel.
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Episode 56: Is AI Coming for Influencers?
Today we chat about our upcoming Dudey drops and best sellers, and discuss whether Chat GPT is going to compete with influencers. Do we need product and brand recommendations from people or will AI be our new go-to?
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Episode 55: A Solo with Lauren
On today's episode, Lauren is flying solo! She runs through the upcoming Dudley drops, what to look out for in terms of sell-out status, and then takes on listener questions for a rapid-fire Q&A. First up is remembering her career at Calvin Klein in Fashion and Celebrity Relations PR, the job Carolyn Bessette Kennedy held so long ago. Next up are listener questions about business and life, including all the regrets, failures, and learnings, and how to make the best of all of it.
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Episode 54: A Case Study on Outdoor Voices
On today's episode, we discuss the brand Outdoor Voices — a brand that has had us captivated since launching Dudley Stephens in 2015. We deep dive on what went right at OV, what went wrong, and the decisions OV made versus the decisions we have made in growing and running our business.
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Episode 53: How our Definition of Success Has Changed Over Time
On today's episode, we talk through new and exciting (and super comfy) Dudley drops, and discuss how our definition of success has shifted overtime, both since college graduation and launching Dudley Stephens. Listen in for some surprising takes on what we think it takes to launch a company in terms of mindset, and how that's changed overtime for us!
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Episode 52: A Deep Dive on the Millennial Brand
On today's episode we discuss the idea that brands created by millennials are dying. The neutral, clean aesthetics of brand marketing are shifting, and people want more authentic and raw content from brands. We discuss the different generations and what their preferences are for when brands are speaking to them. And as always, we share some laughs regarding the latest going on in our lives.
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Episode 51: Our Chat with Interior Designer, Influencer and Entrepreneur, Erin Gates
We were so honored to sit down and chat with Erin Gates, someone whom we've long admired. On Today's episode, Erin talks us through the journey in building her hugely successful interior design firm and what inspired her to start her blog, which she has been running for nearly 20 years. We also discuss our Erin Gates x Dudley Stephens collaboration and what it was like working together. We left feeling so inspired by Erin's motivation and vision, and also shared some laughs along the way!
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Episode 50: When Family is Business, and Business is Family
On today's episode, we are deep diving on the different phases of motherhood and business, how prepared we feel for all the phases, and debate whether being unprepared for things might be better for long term success. We discuss the Beckham family drama and all the blurred lines of a family business, and the business of family, and the things we've learned in running a public facing, family business.
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Episode 49: The Problem With Returns
On today's episode, we deep dive into the data on returns in the retail industry. We pull back the curtain on what it means for e-commerce brands, and how it is a growing problem in today's worlds of online shopping. The numbers are staggering, do not miss this episode — you will learn and hopefully be inspired to shop smart. We also share some laughs on our own purchasing and returning habits!
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Episode 48: We're back!
Welcome back! We are so excited to kick of 2026 with today's episode, where we catch up after the holiday break and discuss our words and goals for the year. And discuss all things Dudley, of course.
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Episode 47: A 2025 Recap and Are We Leaning In or Out?
Warning!! Listen with your AirPods or alone in the car, and not with your children. For our last episode of the year we discuss the most stressful time of year, our favorite moments from 2025, and tee up for 2026 whether we are leaning out or leaning in.
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Episode 46: The 40 Hour Work Week?
On today's episode, we discuss why we think the concept of the 40 hour work week in some industries needs to be totally overhauled and rethought, and all of the implications surrounding that! And a sister catch-up and how we feel heading into the busiest month of the year.
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Episode 45: Our Holiday 2025 Gift Guide + All Things Invisible Labor
On today's episode, we run through Kaki's Gift Guide for all the loved ones in your life, take notes and get inspired with some fun Dudley gifts and from our other favorite brands, as well as gift ideas for kids! We also deep dive on the concept of 'invisible labor' and our take on this hot topic during the busiest season for moms.
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Episode 44 Our Chat with Christina Pardy from Shit That I Knit
Welcome Christina Pardy, founder of the viral knitwear brand, Shit That I Knit! Today Lauren and Christina discuss entrepreneurship and running seasonal businesses, and what it is like selling your business. Join us for an honest and real conversation about the ins and outs of both running and subsequently selling a business.
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Episode 43: Unexpected Holiday Hacks + The History of Black Friday
On today's episode, we discuss some things we do throughout the holidays to make life a bit easier, the history of Black Friday and why it is such an important time for small businesses. Listen in for some laughs and sister banter to ease your day during this busy time!
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Episode 42: Our Chat with Influencer and Tastemaker, Meeghan Mullin 2
Today we are chatting with fashion and beauty influencer Meeghan Mullin. We discuss all things being an influencer, how she grew her following and our collaboration styles that Meeghan designed! Listen in to get to know Meeghan, hear some beauty and fashion tips, where she looks for inspiration, and the very unexpected jobs she had before becoming an influencer full-time!
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Episode 41: Our Chat with Krista LaRay, Founder of Penny Linn
On today's episode, we are chatting with Krista LeRay, Founder of viral needlepoint company, Penny Linn. Krista walks us through her career path and what lead her to start her multi-million dollar needlepoint business, what it was like on opening day at her flagship shop in Rowayton, CT and all of the ups and downs of running a booming startup. Listen in for an exciting announcement, too!
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Episode 40: A Sister Catch-Up
On today's episode, grab a coffee and we'll play catch-up on all things Dudley season, our favorite styles dropping, our dream Dudley store that we hope to one day open, and getting ready for all of the holiday craziness.
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Episode 39: Our Chat with Artist Sally King Benedict
On today's episode we welcome artist and entrepreneur Sally King Benedict to discuss our recent collaboration with Sally, what inspires her daily, her ideal perfect day in the studio, and how important it is to stay true to your brand. You will love this conversation with Sally! Listen in to feel inspired and get a glimpse into the process of an artist.
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Episode 38: Our Feature on The TODAY Show
Today we are discussing the behind-the-scenes of our TODAY Show feature and the results of being featured on one of the most popular morning shows. We also discuss our upcoming Dudley drops and what to expect in the coming month of October.
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Episode 37: The Art of Saying No (Or Yes?)
On today's episode, we discuss our busy Fall schedules, Taylor Swift as a brand and story teller, whether or not we are in our yes (or no) eras, and a controversial take on why we think more venture capital and private equity money is not the answer for female entrepreneurs and what we think is actually needed.
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Episode 36: Mom Guilt + Chat GPT
On today's episode, we discuss how we deal with mom guilt, how we're using AI and Chat GPT both for business and personal things, and we catch up on all things Dudley Stephens as we enter into our actual 10 year birthday month - October!
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Episode 35: What is your super power?
Today we discuss today's outerwear drop including our new blazers and outfit toppers, and how they make us feel powerful. We also discuss what our super powers are and some very unhinged things we did when we started Dudley Stephens.
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Episode 34: We Are the Sherpas
On today's episode, we discuss if Kaki cried when Lauren left for college, back to school nerves, our ever growing to-do lists, and how we feel about carrying the mental and physical load of our households. Listen in to laugh and hear some funny back-to-school stories!
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Episode 33 - Turtleneck Twists
On today's episode, we chat about all the twists our business and subsequently our lives have taken since launching ten years ago. Also discussed, Lauren's social media addiction and what she's doing to fight it. Listen in for Kaki's amazing life twist reveal at the end.
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Ep. 32 - Special Guest Sue-Jean Kang, Founder & Operator of Fine Day Fair
Join us today as we chat with Sue-Jean Kang, entrepreneur and founder of Fine Day Fair, one of New England's largest brocante fairs! Sue-Jean is an entrepreneur through and through, having been raised in family business her entire life. Sue-Jean has a wealth of knowledge and wisdom in regards to family business, being an entrepreneur, and how to stay motivated. Listen in for our special connection with Sue-Jean, too, and how her family helped Dudley Stephens in the very beginning.
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Ep. 31 - A Hero Product + Fall Things
On today's episode, we are chatting about what we are most excited to do and wear this Fall, and why it is so important to have a hero product as part of your launch plan for a business. We also discuss our upcoming Core Turtleneck drop on September 2nd and what will be different about it this year!
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Ep. 30 - Finance 101
On today's episode, we discuss and deep dive into all things finance and small business. Over the past ten years in running Dudley Stephens, we've learned a thing or two about finances, small business and how to operate when it's seasonal.
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Ep. 29 - Special Guest Juliette Blake, CEO and Founder of Moxies
Today we welcome fellow female entrepreneur, Juliette Blake, founder and CEO of Moxies, a safe-by-design, gamified social platform and app for tween girls to connect, play, and grow. Juliette is a rockstar tech entrepreneur who tells us all about her career journey and what lead her to build Moxies, which she did while having her three children. She also works with her mom! We discuss all things family business, entrepreneurship and motherhood.
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Ep. 28 - We are back!
We are so excited to be back in a new studio recording! Today we discuss how excited we are for Dudley Season aka Fall, have a check in on how our summers are going, and relate over some funny stories and new trends happening.
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Ep. 27 - Testing, One, Two, Three…
We're back! Kind of…welcome to our new podcast setting: The Dudley Townhouse. We are setting up shop every week to record our podcast and are excited for this new format. Today we discuss why that is, what we hope to keep discussing, and chat all things "Maycember". From two moms who are in it, we feel you! Listen in for some laughs and to hopefully not feel alone in the midst of this crazy time.
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Ep. 26 - A Deep Dive Into Design
Listen in today for all the behind-the-scenes on how we design our Dudley styles, what we love and (hate) about the design process, and all the details and time we spend on design!
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Ep. 25 - Habits of Resilient Entreprenuers
On today's episode we are discussing how we keep our mental health strong throughout all the ups and downs of entreprenuership, what we are doing right, and what we are doing wrong, and all the in betweens. And as always, funny stories from our motherhood journeys!
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Ep. 24 - Fleece is Now Luxury
Today's episode we discuss how fleece is now being used by even the luxury players in retail, how we design and fit our styles, and also— how and why things are about to change for our podcast!!
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Episode 23 - Travel Stories and a Sister Catch-Up
Welcome to Episode 23! We are back after an incredible family trip to Hawaii. Today we are recapping our trip and the funny stories from traveling, catch up on our drop schedule and discuss the perils of walking with weighted vests.
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Ep. 22 - Special Guest: Our Mom and Co-Founder, Bonnie Dudley
Today is a very special day: we have our mom and Co-Founder, Bonnie, as our guest - and it happens to be her birthday. You will not want to miss this episode filled with Bonnie's best mom advice, hear about her career path and what lead her to Dudley Stephens, as well as her best health, wellness and beauty tips. Things get very real and hilarious, we hope you love this episode as much as we loved recording it!!
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Ep. 21 - How Much Inventory is Too Much Inventory?
On today's episode, we deep dive on the subject of inventory buys and how we decide how much of what to make and we deep dive on how inventory can kill a small business ... and have a sister catch up!
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Ep. 20 - Is The Term 'Female Founder' Losing Its Luster?
On today's episode we discuss our favorite Dudleys that have dropped and recent best-sellers, why we think we all need to evolve from the term "Female Founded", and also discuss a hot topic in parenting and our thoughts on it (might be controversial!!).
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Ep. 19 - Why Are Family Businesses So Important?
On today's episode, we discuss why family businesses are the backbone of our society and economy, how our family business operates, and four things to consider in order to have a successful family business.
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Ep. 18 - Special Guest: Caroline Moss, Founder and Host of Gee Thanks, Just Bought It!
We have a very special guest on our podcast today, Caroline Moss, Founder and Host of Gee Thanks, Just Bought It! We deep dive with Caroline on what she loves about moderating and hosting her 100k+ subsribers and community members, how she got started, and her best advice for starting your own business. We promise you will have some good laughs with us and leave feeling inspired!
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Ep. 17 - How We Deal With Haters
Today we deep dive into our new drops, and discuss how we deal with haters and naysayers as we continue with our mission of making stylish fleece clothing. Don't miss our special discount code for listeners at the end!
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Ep. 16 - How do we stay true to our brand? And other stories.
On today's episode we discuss why staying true to your brand is so important in entreprenuership, the ethics surrounding sharing children on social media, and some good mom tips from Kaki as we head into Spring sports season aka 'sideline season' as moms.
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Ep. 15 - Do we love traveling?
On today's episode, we discuss our insane travel stories with kids and debate whether ski trips are worth it, go through all our new drops coming up and tell many other funny travel stories.
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Ep. 14 - Special Guest: Editor and Entrepreneur, Samantha Yanks
Today we welcome special guest Samantha Yanks, Co-Founder of The Connecticut Edit, Editor-in-Chief of Westport, Weston & Wilton Magazine, and Founder of Samantha Yanks Creative. Join Lauren and Kaki as we chat with Samantha about her illustrious career working in fashion, publishing, storytelling, community building and creative branding.
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ABOUT THIS SHOW
Hi there, I'm Lauren and I'm Kaki and we are sister business partners and shockerbest friends This is our podcast two sisters in business. We'll let you decide who'solder. We hope you'll join us while we talk about what it's like to work with yoursister, to be a mom, and run a family business. So listen to us in the pickup lineat school or while you're having your morning coffee. We want you to be inspired toStart that side hustle, escape the stresses of the day, and most importantly, laughalong the way. Find us at Spotify, Apple, or wherever your podcasts are found. Andin case you're wondering, I'm the oldest. We hope you'll join Kaki and me. This isTwo Sisters in Business.
HOSTED BY
Lauren Dudley Stephens & Kaki Dudley McGrath
CATEGORIES
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