Orlando Patrick
Founder and Managing Partner – Patrick Capital
Orlando Patrick is responsible for investment sourcing, valuation, transaction structuring, acquisition financing, and fundraising. With a passion for empowering people and inspiring his peers, he is dedicated to helping businesses grow faster with less risk by providing access to capital, world-class advisory resources, and a strong professional network.
As a leader, Orlando focuses on supporting management partners through strategic financial solutions, operational guidance, and shared industry insights. His approach fosters innovation, development, and collaboration across the portfolio.
Orlando attended Western Illinois University, where he studied Business Management with a concentration in Real Estate Finance. He was also an All-American basketball player at the North Dakota State College of Science, earning Hall of Fame induction in 2017.
Committed to community development and the built environment, Orlando has played a key role in the development of over 2 million square feet of commercial, residential, and hospitality space.
Outside of his professional endeavors, he enjoys traveling, reading, and networking.
Dexter M. Crawford
Chief Financial Officer – Patrick Capital
Dexter M. Crawford is a finance executive with over 20 years of experience in financial management, mergers & acquisitions, contract negotiation, and strategic planning. As CFO of Patrick Capital, he leverages his expertise in capital raising, investment analysis, and financial restructuring to drive business growth.
Previously, Dexter led a privately held accounting firm providing B2B accounting, tax, and financial consulting services, and played a key role in financial restructuring efforts for businesses, optimizing operations and positioning them for long-term success. Throughout his career, he has raised over $50 million in capital, negotiated high-value contracts, and facilitated strategic acquisitions across multiple industries, including real estate, corporate finance, and private equity.
Dexter attended the University of Illinois at Chicago, where he studied Finance with a focus on Real Estate, and is a Certified Accounting Analyst (CAA) with credentials in bookkeeping, payroll, and tax preparation. His expertise in deal structuring, risk management, and financial strategy makes him a key asset in high-stakes financial negotiations.
Amal McCaskill
Managing Director – Patrick Capital
Amal McCaskill’s path to commercial real estate was anything but conventional. A former All-Conference center, he earned a Bachelor of Science degree from Marquette University’s Diederich College of Communication before being selected as the 49th overall pick by the Orlando Magic in the 1996 NBA Draft. Over the course of an 18-year professional basketball career, he played in the NBA, Europe, and Asia, gaining valuable global experience and discipline.
Following his retirement from professional sports, Amal transitioned into real estate investment and development, inspired by the success of a longtime friend and former basketball rival. In 2017, he joined Orlando Patrick as an investment partner and project manager, marking the beginning of his journey in the commercial real estate sector.
Since then, Amal has deepened his expertise in multifamily real estate markets at both the local and national levels. He has obtained his real estate broker license and earned a Hospitality and Tourism Management Certificate from Florida Atlantic University. With hands-on experience across the entire real estate development process—from acquisition to construction to completion—he brings a strategic and relationship-driven approach to investment and development.
Amal’s commitment to service, relationships, and market expertise continues to drive his success in the real estate industry, where he plays a key role in advancing Patrick Capital’s investment and development initiatives.