Why Most Entrepreneurs Stay Stuck (And How to Actually Scale) with Tiffany Rosenbaum episode artwork

EPISODE · Apr 10, 2026 · 31 MIN

Why Most Entrepreneurs Stay Stuck (And How to Actually Scale) with Tiffany Rosenbaum

from Built to Grow: The Small Business Playbook · host Ryan Naylor

In this episode of the Built to Grow Podcast, Ryan sits down with Tiffany Rosenbaum—entrepreneur, business owner, and advisor—to break down what it actually takes to scale a business the right way.From starting with nothing during the 2008 crash to building a fast-growing company, Tiffany shares the real, behind-the-scenes lessons most entrepreneurs learn the hard way.They dive into: The biggest misconception small business owners have about scaling  Why your team—not just your strategy—is the real growth driver  How to build systems that actually support growth  The importance of hiring slow and building the right culture  Why stepping out of the day-to-day is critical for long-term success  And the uncomfortable truth about what’s really holding most entrepreneurs back Tiffany also shares how implementing an advisory board helped her scale over 100% in a year—and why surrounding yourself with the right people can completely change your trajectory.If you’re feeling stuck in your business, still wearing too many hats, or struggling to grow beyond your current level—this episode will challenge the way you think about leadership, systems, and scale.Follow Tiffany on IG: https://www.instagram.com/tiffanymrosenbaum/Follow Ryan on IG: https://www.instagram.com/ryan.nylr/Follow our Podcast on IG: https://www.instagram.com/built.to.grow.podcast/Learn more about AvaHR and get a free trial of our ATS: www.avahr.comWatch the live Interviews on YouTube: https://www.youtube.com/@avahrsoftware

Episode metadata supplied by the publisher feed · Published Apr 10, 2026

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In this episode of the Built to Grow Podcast, Ryan sits down with Tiffany Rosenbaum—entrepreneur, business owner, and advisor—to break down what it actually takes to scale a business the right way. From starting with nothing during the 2008 crash to building a fast-growing company, Tiffany shares the real, behind-the-scenes lessons most entrepreneurs learn the hard way. They dive into: The biggest misconception small business owners have about scaling Why your team—not just y...

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Why Most Entrepreneurs Stay Stuck (And How to Actually Scale) with Tiffany Rosenbaum

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This episode was published on April 10, 2026.

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