Episodes

Bossy is in Dallas and chatting how to scale your small business!

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 bra...

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...

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...

Marina Middleton shares when it makes sense to re-invest in your own company

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 co...

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 bu...

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 ...

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 bec...

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 unh...

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. ...

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, y...

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....

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. 💌 Want t...

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 rep...

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 fema...

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, Tar...

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 w...

Codie Sanchez 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 ...

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...

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 e...

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...

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 ...

Shade Room interview