Subscribe to the BOSSY Newsletter

Videos

Sept. 27, 2025

Why thinking like a micro-influencer attracts big brands

View more
Sept. 25, 2025

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

View more
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…

View more
Sept. 22, 2025

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

View more
Sept. 20, 2025

Imitation is its own kind of validation

View more
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…

View more
Sept. 15, 2025

Would you have canceled, collabed, or copied differently?

View more
Sept. 13, 2025

Working with your friends is possible...with boundaries

View more
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…

View more
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…

View more
Aug. 16, 2025

Go bold or go home

View more
Aug. 15, 2025

Make a statement in statement pieces

View more
Aug. 12, 2025

This is what happens when fashion and art intersect to create that authentic self

View more
Aug. 7, 2025

My Fashion Journey: How Bold Fashion Made Me a Better Entrepreneur

In this video, Tara walks through some of her favorite looks in her fashion history, and explains how and why learning to be bolder with her style choices has made her a better leader, entrepreneur, and overall businesswoman. 💌 Want to get all of Tara’s resources? Subscribe: https://www.morningbrew.com/bossy-show/subscribe Get More…

View more
July 29, 2025

Are we all on the same page here, or nah?

View more
July 25, 2025

Do you agree or disagree with these choices?

View more
July 24, 2025

Mark better not start acting up 🤞

Who do YOU think is the better entrepreneur? #business #meta #entrepreneur

View more
July 24, 2025

Rating the Most Famous Entrepreneurs of the Last 40 Years

In a classic round of This Or That, Tara rates the most famous entrepreneurs of our time based on ingenuity, charisma, talent, ambition, and swagger. Steve Jobs vs. Mark Zuckerberg? Jeff Bezos vs. Oprah Winfrey? Martha Stewart vs. Adam Neumann? Watch to find out how these entrepreneurs stack up against…

View more
June 30, 2025

Here's the AI guide to avoid lazy thinking 🧠

View more
June 20, 2025

Being an introvert doesn't mean you can't enjoy the same path to success

View more
June 19, 2025

Responding to Your Toughest r/Entrepreneur Questions: Succeeding as an Introvert, Using AI, and More

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? 💌 Want to get all of Tara’s resources?…

View more
June 7, 2025

Who Got The Better Deal: Kylie Jenner vs. Hailey Bieber?

Hailey Bieber just made headlines for selling her beauty brand Rhode with a valuation of $1 billion, which is reminiscent of the $1.2 billion valuation Kylie Jenner got for Kylie Cosmetics back in 2019. But who ACTUALLY got the better deal? In this video, Tara breaks down the math of…

View more
June 2, 2025

So who got the better deal? #cosmetics #business #businesssales

View more
April 18, 2025

What are the data dos and don'ts that you follow? #data #healthcare #databreach #personalinfo

View more