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.

Aisha is passionate about equipping entrepreneurs with the tools, strategies, and mindset to think and act like big players. Through her work, podcast, and collaborations, she delivers actionable insights that help business owners unlock their potential and compete at the highest level.