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Recent Episodes

Nov. 20, 2025

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

Bossy is in Dallas and chatting how to scale your small business!
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 bra...
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...
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...
Sept. 25, 2025

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

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