A strategic legal advisor with a unique blend of corporate counsel, business development, and operational leadership experience, Olivia Pedigo brings a multi-dimensional perspective to complex legal and business challenges. Her career has been defined by guiding organizations through critical transition points—from high-growth tech startups to nationwide real estate operations to family office hospital development ventures—always aligning bold vision with practical execution.
Born and raised in Springfield, Missouri, to a family of successful entrepreneurs, Olivia developed an early appreciation for strategic thinking and creative problem-solving. She earned her B.S. in Political Science from the University of Arkansas and her J.D. from Belmont University’s College of Law in Nashville, Tennessee, where she also obtained a specialized Law Certificate in Entertainment and Sports Law.
Throughout her career, Olivia has served as Corporate Counsel for emerging technology companies, Managing Attorney for a nationwide real estate law firm, and General Counsel and Chief Development Officer for a family office focused on healthcare infrastructure development and operations. Her deep expertise in real estate and title law forms the cornerstone of her practice—she has guided transactions through the complete development lifecycle, from initial site identification and acquisition through entitlements, construction oversight, and ultimate disposition including REIT sales. This comprehensive real estate experience, combined with her background in corporate transactions, investor relations, and enterprise-wide operational strategy, makes her equally comfortable navigating complex title issues and leading transformative capital initiatives.
At Transition Point Law, Olivia applies her cross-disciplinary legal and business expertise to counsel clients on succession planning, business transitions, and legacy-building initiatives. Known for her practical approach and commitment to creating value-driven outcomes, she helps clients turn complex challenges into strategic opportunities.
