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Videos

Dec. 2, 2025

The right tech depends on who you’re serving. Robots optional.

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Nov. 20, 2025

Dallas gallery owner Daisha Board told us she’s in a contraction season — a focus, not a failure 😌

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Nov. 20, 2025

How to Upgrade Your Small Business with Smarter Tech for Happier Customers

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…

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Nov. 15, 2025

Former Coach CEO Lew Frankfort details what you need to make your brand different

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Nov. 13, 2025

Former Coach CEO Lew Frankfort originally left Coach to work for Sara Lee, but it wasn't a good fit.

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Nov. 13, 2025

Betting on What Works for You with the Former CEO of Coach, Lew Frankfort

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…

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Nov. 8, 2025

"To be an entrepreneur you have to be a little bit crazy." Agree or Disagree?

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Nov. 6, 2025

Bonobos co-founder Andy Dunn says working on what you're passionate about reaps the best rewards

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Nov. 6, 2025

How to Turn a Chip on Your Shoulder into $310M with Bonobos founder, Andy Dunn

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…

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Nov. 1, 2025

Figure out what your boss values and use it to guide where and how you show up at work

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Oct. 31, 2025

"There's a time to bloom where you're planted and a time where you need to go to grow."

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Oct. 30, 2025

Climbing the Ladder like a Boss with AutoDesk CMO, Dara Treseder

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…

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Sept. 27, 2025

Why thinking like a micro-influencer attracts big brands

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Sept. 25, 2025

Why every post should have first-post energy to fight low engagement

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Sept. 25, 2025

Making Bank & Hosting Bangers: Profitable Event Planning with Marina Middleton

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…

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Sept. 22, 2025

Breeding a new squash may be one of the most unique approaches to making a great consumer product

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Sept. 20, 2025

Imitation is its own kind of validation

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Sept. 18, 2025

How to Be Innovative & Then Standardize the Process

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…

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Sept. 15, 2025

Would you have canceled, collabed, or copied differently?

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Sept. 13, 2025

Working with your friends is possible...with boundaries

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Sept. 11, 2025

How to Make a Bag as a Social Media Influencer, with Jessi Ngatikaura

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…

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Sept. 4, 2025

How To Start Over With A Second Business Idea, with the Founder of Care.com

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…

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Aug. 16, 2025

Go bold or go home

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Aug. 15, 2025

Make a statement in statement pieces

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