Advertise on podcast: Two Sisters In Business

Rating

★★★★★

4.7

from

20 reviews

Description

Hi there, I'm Lauren and I'm Kaki and we are sister business partners and shocker best friends This is our podcast two sisters in business. We'll let you decide who's older. We hope you'll join us while we talk about what it's like to work with your sister, to be a mom, and run a family business. So listen to us in the pickup line at school or while you're having your morning coffee. We want you to be inspired to Start that side hustle, escape the stresses of the day, and most importantly, laugh along the way. Find us at Spotify, Apple, or wherever your podcasts are found. And in case you're wondering, I'm the oldest. We hope you'll join Kaki and me. This is Two Sisters in Business.

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Podcast episodes

Check latest episodes from Two Sisters In Business podcast

Episode 64: Our Last Episode of Season 2

2026/05/19

Today is our last episode until Fall! We are wrapping up a fun "Season 2 of Two Sisters in Business", discussing our upcoming summer drops and what we are most excited about for Fall. We'll be back in August!

Episode 63: A Case Study on Allbirds

2026/05/12

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!

Episode 62: The Evolution of the Dudley Turtleneck

2026/05/05

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.

Episode 61: Staying Inspired

2026/04/28

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.

Episode 60: Our Chat with Award-winning Sports Broadcaster, Television Host & Podcaster, Lindsay Czarniak

2026/04/14

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.

Episode 59: A Case Study on the Rise and Fall of Viral Brand Parade

2026/04/07

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.

Episode 58: What is making us hit "buy" in 2026?

2026/03/31

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.

Episode 57: Controlling the Uncontrollable

2026/03/24

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.

Episode 56: Is AI Coming for Influencers?

2026/03/10

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?

Episode 55: A Solo with Lauren

2026/03/03

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.

Episode 54: A Case Study on Outdoor Voices

2026/02/24

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.

Episode 53: How our Definition of Success Has Changed Over Time

2026/02/17

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!

Episode 52: A Deep Dive on the Millennial Brand

2026/02/10

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.

Episode 51: Our Chat with Interior Designer, Influencer and Entrepreneur, Erin Gates

2026/02/03

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!

Episode 50: When Family is Business, and Business is Family

2026/01/27

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.

Podcast reviews

Read Two Sisters In Business podcast reviews

4.7 out of 5

20 reviews

★★★★★

HME07 2025/06/09

So good!!!

I absolutely love this new podcast! It is lighthearted, fun and very informative for any small business. I also can totally relate with these two moms...

★★★★★

Meredith Brooke 2025/01/07

Positive, interesting, fun

Thank you for releasing your podcasts on Monday! When I start my “to-do” lists of the week, your podcast is a fun companion to make the load go by fas...

★★★★★

Line+Cleat 2024/12/05

Honest and Real!

Love this honest take on women in business with the authentic side of family and real life. As a mom entrepreneur myself who is building and growing a...

★★★★★

MKent0709 2024/12/04

Love this podcast!

Incredible business advice for women. Amazing podcast for learning about the ins and outs of the fashion industry and what it means to start your own ...

★★★★★

E Baker Nocton 2024/11/26

They are the real deal

I have known this amazing sister duo since kindergarten and love their family a whole lot. The laughter & joy they bring to their business & friendsh...

★★★★★

J. Osh 2024/11/20

Can’t wait to hear more!

Excited to hear more from these sisters! Love hearing about their business and their sister talk!

★★★★★

Boston Girl in Yankee Town 2024/11/20

A Sister Act with Authenticity

It’s always so refreshing and affirming when a brand you love happens to be led by authentic entrepreneurs who really seem to care about their custome...

★★★★★

KIMBAJONIES 2024/11/19

You’ll fall in love…

With Lauren and Kaki just like you did their iconic fleece! Such a great first episode starting to share how Dudley Stephens got started. Instantly yo...

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