Matthew Webster

Matthew Webster is Senior Vice President, Chief Credit Officer at Red Oak Capital Holdings, LLC where he leads the firm’s credit culture, lending operations, and risk management initiatives. Based in the firm’s Charlotte, North Carolina headquarters, Matt oversees all loan portfolios and directs the underwriting, loan operations, and asset management teams to ensure disciplined credit decision-making and strategic portfolio management. He plays a key role in structuring and pricing Red Oak’s investments on a risk-adjusted basis while working closely with origination personnel to maintain a strong lending pipeline.

In addition to his responsibilities at Red Oak, Matt leads credit oversight at Oak Real Estate Partners (OREP), where he manages credit policies, risk assessment, and underwriting operations for the firm’s institutional investment strategies. His broad oversight ensures an integrated approach to credit and capital deployment. Matt will also sit on both companies’ Credit and Investment Committees.

With more than 30 years of experience in commercial real estate finance, alternative asset management, and capital markets, Matt has been involved in structuring and executing more than $250 billion in transactions across senior and mezzanine finance, equity investment, non-performing loan management, and property development. Throughout his career, he has worked with sovereign wealth funds, REITs, institutional asset managers, and private capital sources.

Prior to joining Red Oak, Matt served as Global Head of Real Estate Finance for HSBC, where he oversaw more than $100 billion in global commercial real estate exposure. His career also includes leadership roles at Morgan Stanley, Goldman Sachs, Hypo Real Estate, and FitchRatings, where he advised governments, central banks, and industry regulators on financial stability and risk management.

Matt holds a Chartered Financial Analyst (CFA) certificate and earned dual bachelor’s degrees in Business Management and Economics from North Carolina State University. He has served in various industry and regulatory advisory roles and is a frequent guest lecturer on commercial real estate finance.