Do Small Business Like a Big Boss

Do Small Business Like a Big Boss

With Aisha Massengill

Welcome to Do Small Business Like a Big Boss : a podcast dedicated to the resilience, discipline, and strategies behind thriving small businesses. Each episode explores real stories of entrepreneurs who built from the ground up, uncovering their challenges, victories, and lessons learned along the way. With insights drawn from big-business strategies and applied to small-business realities, this show provides a roadmap for building smarter, scaling with confidence, and creating lasting success. We invite you to join us as a featured guest as we share stories and strategies that empower small businesses to think bigger, grow stronger, and build like a boss, one conversation at a time.


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Meet The Host

Aisha Massengill

Aisha Jorge Massengill is a seasoned attorney, entrepreneur, and host of Do Small Business Like a Big Boss. With over two decades of legal experience and a fearless, competitive spirit shaped from her Bronx roots, she brings a bold and practical approach to helping businesses succeed. Her journey has been dynamic and inspiring—spanning top schools like Phillips Academy, Boston College, and Georgetown Law, to founding Sedgwick Andrews Legal & Consulting, LLC. Today, she provides flexible legal services that empower small businesses to protect themselves and scale with confidence.

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