Morning Brew
BOSSY
Join Tara Reed for a no-BS conversation about entrepreneurship, confidence and leaning into your inner boss. Each episode Tara puts on her boldest outfits and offers tactics and unapologetic advice with the help of other entrepreneurs—from the big names you love to those who head up your favorite brands. New episodes drop every Thursday. Follow @bossy_show for more.
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Episodes
How to Upgrade Your Small Business with Smarter Tech for Happier Customers 20.11.2025 51:47
On this special episode of Bossy, we are in Dallas! Tara is joined in this special live recording by Angela Muñiz Rutherford, who is the Vice President of Mid-Market Sales with AT&T Business. Angela and Tara discuss how to integrate technology to upgrade your small business, help you scale, and make customers happier. Then, Tara speaks with Mina Haque, CEO of the global restaurant chain Tony Rom...
Betting on What Works for You with the Former CEO of Coach, Lew Frankfort 13.11.2025 31:40
In this episode, Tara chats with former Coach CEO Lew Frankfort about redefining what luxury means — and who gets to access it. Lew shares how he took a small, slow-growing family business and transformed it into a global brand by pioneering the concept of accessible luxury. He didn’t just ride a rocketship — he built one. Tune in to hear how trusting his gut, leaving a safe job, and spotting an u...
How to Turn a Chip on Your Shoulder into $310M with Bonobos founder, Andy Dunn 06.11.2025 33:07
In this episode, Tara chats with Bonobos co-founder and serial entrepreneur Andy Dunn on what it really takes to build a $310M brand. Listen in as Andy opens up about the mental toll of entrepreneurship, why delusion might be your greatest asset, and how founders can turn a chip on their shoulder into serious ROI. Plus, his honest take on why being your own boss really is better than climbing some...
Climbing the Ladder like a Boss with AutoDesk CMO, Dara Treseder 30.10.2025 45:19
In this episode, Tara chats with Autodesk CMO Dara Treseder about her meteoric rise through the marketing world. Tune in to hear Dara’s take on betting on yourself, navigating hard career choices, and how to position yourself to win — even when the odds are stacked. She also shares why bold leadership isn’t just about power, but purpose — and how to know when it’s time to stay or go. Discover more...
Making Bank & Hosting Bangers: Profitable Event Planning with Marina Middleton 25.09.2025 36:21
Tara sits down with Create and Cultivate CEO and founder Marina Middleton and they talk about why Marina brought back her company after selling it for $22 million. Plus, what social media and marketing strategies she is using to grow her business. She even discusses how you can turn a profit when planning events after she just hosted the "world's largest festival for women in business". This episo...
How to Be Innovative & Then Standardize the Process 18.09.2025 26:53
In this episode Tara sits down with Sweetgreen co-founder Nicolas Jammet to talk about the process of transitioning from the creative, idea-generating early founder role, to becoming the leader of a larger, publicly traded company. 00:00 Intro 01:04 What innovations at Sweetgreen Nic is most proud of 06:18 Where Nic looks to find inspiration for innovating his business 10:44 How innovation happen...
How to Make a Bag as a Social Media Influencer, with Jessi Ngatikaura 11.09.2025 37:46
In this episode Tara chats with The Secret Lives of Mormon Wives’ Jessi Ngatikaura on the business of being an influencer. Listen to hear Jessi’s take on the reality of being an influencer, how she’s built her portfolio of businesses, the challenges of working with friends and family, and who of her Mormon Wives costars she would collab with, copy, and cancel. 00:00 Intro 01:02 The perception vs....
How To Start Over With A Second Business Idea, with the Founder of Care.com 04.09.2025 22:42
In this episode Tara runs through 10 Questions for a Boss with Ohai.ai CEO Sheila Lirio Marcelo, who is also the founder of Care.com—the world’s largest care marketplace. Listen to hear Sheila talk about the transition from being the CEO of a private company to a public one, how she handled a serious hit to the reputation of her company, and finding the strength and energy to found a second compan...
Responding to Your Toughest r/Entrepreneur Questions: Succeeding as an Introvert, Using AI, and More 20.06.2025 11:09
Tara reads and answers some of the most pressing questions from Redditors seeking entrepreneurship advice. How do you become a successful entrepreneur as an introvert? Is AI actually going to take over everything? Can you become a successful business leader without vision? Help BOSSY get to know you better! Take this quick survey so we can keep building the best show we can for you: https://www.m...
Reacting to Unhinged Emails from Tech Founders (Elon Musk, Elizabeth Holmes, and More) 19.06.2025 14:23
Tara reviews the leaked emails of some of the leading figures in tech and shares her candid reactions, thoughts, and insights on each. From Elizabeth Holmes’ daily schedule to Elon Musk’s rage email to Sam Bankman-Fried’s unhinged musings, these are some emails you don’t want to miss. Help BOSSY get to know you better! Take this quick survey so we can keep building the best show we can for you: h...
From $5 Billion to Near Irrelevancy: What Happened With Clear? 11.06.2025 10:34
Is Clear about to fail? What was once a thriving business valued at $5 billion with only the TSA as a competitor, is now facing several technological and economic challenges that threaten to render their business irrelevant. But Tara sees reason that Clear Security might survive anyway. Do you agree? Help BOSSY get to know you better! Take this quick survey so we can keep building the best show we...
Changing Your Money Mindset with Abi Levine 27.03.2025 38:52
In this episode, Tara sits down with CEO and founder of Millionaire Mindset Mastery and certified hypnotherapist Abi Levine to talk about the physics behind manifestation, and how to shift your mindset around your business, your money, and yourself. Help BOSSY get to know you better! Take this quick survey so we can keep building the best show we can for you: https://www.morningbrewbreakroom.com...
Getting Publicity for your Business with Cameo CEO Steven Galanis 20.03.2025 36:05
In this episode, Tara talks with Cameo founder and CEO Steven Galanis about drumming up creative marketing campaigns, generating viral PR, and harnessing the inherent power of your brand in unique and attention-grabbing ways. Help BOSSY get to know you better! Take this quick survey so we can keep building the best show we can for you: https://www.morningbrewbreakroom.com/c/r/Bossy-Survey? Platfo...
SoulCycle CEO: 21 Questions for a Boss (Choosing A Good Manager, Being Unlikable, and More) 13.03.2025 40:01
In this episode, Tara talks with SoulCycle CEO Evelyn Webster about the raw passion, drive, and genius she channeled in order to turn the company’s culture and reputation around after bad press and a global pandemic. Help BOSSY get to know you better! Take this quick survey so we can keep building the best show we can for you: https://www.morningbrewbreakroom.com/c/r/Bossy-Survey? Platform=pod...
Dating as a Powerful Woman with Gabby Bernstein 06.03.2025 37:47
In this episode, Tara catches up with Gabby Bernstein, author of the NYT bestseller 'Self Help: This Is Your Chance to Change Your Life' and host of the 'Dear Gabby' podcast. The ladies dive into the pros & cons of Tara's report card system (for work and in dating), why you should tell people what you really want and how to stop chasing unavailable partners. Help BOSSY get to know you better! Take...
Rebecca Minkoff on Building a Fashion Empire, RHONY, and Owning Your Power 27.02.2025 36:11
In this episode, Tara talks with founder and fashion designer Rebecca Minkoff to talk about the reality of being an entrepreneur and partner, the early mistakes she made in building her business, and why she worries that female leaders may be too victimizing of themselves. Help BOSSY get to know you better! Take this quick survey so we can keep building the best show we can for you: https://www.m...
The Tea on Passive Income: Buying Real Estate When You’re Broke 19.12.2024 33:33
Erika Brown is a real estate investor, agent, and serial entrepreneur who is working to close the wealth gap by teaching Black and Brown communities how to build a passive income by investing in property. In this episode, Tara and Erika discuss how much you actually need in order to start investing in real estate, and what they wish they’d known before starting to buy properties. Help BOSSY get t...
How Poppi Founder Allison Ellsworth Made Her Brand Go Viral 12.12.2024 32:03
Allison Ellsworth is the founder, chief brand officer, and creative marketing genius behind Poppi—the prebiotic soda brand that boasts more than 2 billion likes across social media platforms. In this episode, Allison shares with Tara her top tips on how to grow your brand by making authentic, hooky, and engaging social content. Help BOSSY get to know you better! Take this quick survey so we can ke...
Why You Should Buy, Not Build, Your Business with Codie Sanchez 05.12.2024 33:49
Codie Sanchez, author of Main Street Millionaire, is an expert in the art of buying, investing in, and starting businesses, and has made millions doing so. In this episode, Codie talks to Tara about her evolving relationship with risk-taking, the pros and cons of buying a business vs. starting one, and her best advice for buying your first business. Help BOSSY get to know you better! Take this qui...
Bozoma Saint John on Doing WTF You Want in Your Career 21.11.2024 31:32
Bozoma Saint John has had a storied corporate career leading immense marketing projects at Pepsi, Apple, Uber, and Netflix. Now, she is making the pivot to reality TV, joining season 14 of The Real Housewives of Beverly Hills, as well as launching her new company Eve by Boz. In this episode, Bozoma talks with Tara about how she knows when it’s time to make a pivot, her secret to honing her intuiti...
What To Do When Sh*t Goes Wrong, with AT&T Business CEO Anne Chow 14.11.2024 40:34
Anne Chow was the first woman of color to lead AT&T Business in the company’s 140+ year history, and while she was CEO she led the company with grace through one of the biggest crises in the world—a global pandemic. In this episode, Anne talks with Tara about how to lead bigger at your company and navigate crisis with vulnerability, inclusivity, and inspiration, and why leadership is more of a cho...
Girl, Stop Doing Everything Yourself, With Kathy Ireland 07.11.2024 45:15
In the 80s and 90s Kathy Ireland was a household name and top supermodel, but secretly her passion had always been entrepreneurship. Today, Kathy Ireland Worldwide (kiWW) is one of the top female-owned licensing businesses in the US. In this episode, Kathy tells Tara about her lessons in rejection, experimentation, and following your passion when it comes to starting a business and building an emp...
Learning The Art of Risk-Taking, With Julia Haart 31.10.2024 33:10
What’s the big swing that you’ve been too afraid to take? For our guest this week, Julia Haart, taking big swings and making bold moves is a way of life. In this episode, Julia talks to Tara about what it takes to follow the ideas that scare you, how to keep yourself accountable when running your business, and why she’d never go into business with a romantic partner again. Help BOSSY get to know...
Shade Room Founder Angelica Nwandu on When to Trust Your Gut vs. Follow the Data 24.10.2024 1:02:45
How much should you rely on intuition vs. data when growing your business? Angelica Nwandu, founder of The Shade Room, breaks down how she grew a single Instagram account into a digital media powerhouse with over 30 million followers. She shares insights into how The Shade Room shapes its content strategy and her hot takes on celebrity founders like Kylie Jenner and Beyoncé. We dive into the most...
Is your Brand a Mess Without Consistency with Jillian Michaels 17.10.2024 23:43
Consistency isn’t just for logos. Jillian Michaels, fitness expert and entrepreneur, joins BOSSY to talk about the power of consistent branding in building long-term success. From resisting fleeting trends to delivering on “sexy promises” that keep customers coming back, Jillian shares how she’s remained true to her brand while evolving in the fitness industry. Help BOSSY get to know you better! T...
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