Get to know us
Pivot Advisory Partners is a senior housing advisory firm specializing in operational turnarounds, transaction advisory, restructuring, and interim executive leadership. We work with owners, operators, lenders, and investors navigating their most consequential decisions — underperforming portfolios, distressed assets, complex transactions, and leadership gaps. What sets Pivot apart is perspective: our experience comes from the operator's seat, not the sidelines. Every engagement is delivered with senior-level expertise, defined scope, and no wasted overhead — because when the stakes are high, experience is the difference.
Our mission
Our mission is to bring institutional-grade expertise to the senior housing industry's hardest problems — delivering clarity, stability, and results when the stakes are highest.
Our vision
Our vision is a senior housing industry where every community thrives, every resident is honored and complex challenges are met with wisdom and skill. Rooted in our Christian faith, we pursue this work as a calling of stewardship, treating capital and communities as a sacred trust.
Drew Ostransky is the Founder and Managing Principal of Pivot Advisory Partners, bringing more than 15 years of institutional real estate investment, asset management, and multi-site operating experience to the senior housing sector. Throughout his career, he has combined a principal-level ownership perspective with deep capital-markets expertise to strengthen accountability, optimize financial performance, and align daily operations with long-term portfolio objectives.
Drew has participated in over $3.9 billion of investment activity. His comprehensive track record spans ground-up development, strategic acquisitions, portfolio recapitalizations, and complex distressed workouts. He spent nearly a decade helping scale a major regional operator from three to more than 30 communities. He has also built and led an independent 40+ employee operating organization. He serves as a trusted advisor to senior living executives facing critical operational or financial transitions.
A specialist in turnaround strategy and fiscal restructuring, Drew frequently steps into high-stakes leadership roles. Notably, he served as an Interim CFO during the height of the COVID-19 pandemic, successfully revamping protocols and reversing operating margins from -15% to 27% for a 12-property portfolio. His background also encompasses family-office investing and complex tax planning for company principals. This background allows him to provide an integrated ownership perspective across the entire real estate lifecycle. Drew holds degrees in both Finance and Real Estate from the University of Denver's Daniels College of Business.
Drew Ostransky
Managing Partner