Stanley Middleman

Founder and CEO of Freedom Mortgage

stanley middleman - Stanley Middleman

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Stanley Middleman founded Freedom Mortgage Corporation in 1990 and currently serves as its president and CEO. In this interview, Mr. Middleman describes the evolution of the mortgage market from before the Savings & Loan crisis up until the financial crisis of 2008. He shares his perspective on how changes in regulation, social norms, and government approaches to homeownership affected the players and products in the mortgage market across different time periods.

Date Recorded:
March 9, 2021

Interviewed by:
Malena Lopez-Sotelo


Stanley C. Middleman is the founder and Chief Executive Officer of Freedom Mortgage Corporation, the nation’s sixth largest mortgage lender, headquartered in Boca Raton, FL. Freedom Mortgage has been in business since 1990, offering wholesale, retail, commercial, correspondent and servicing operations.

In addition to leading Freedom Mortgage, Mr. Middleman is an active member of the Mortgage Bankers Association, where he serves on the Residential Board of Governors (RESBOG). The RESBOG is responsible for establishing legislative and regulatory policies and positions on residential lending issues. Mr. Middleman is also a member of the Housing Policy Executive Council (HPEC), an affiliate of the Financial Services Roundtable, which represents dozens of national mortgage finance companies and advocates for the benefits of a fully competitive and integrated housing market. Mr. Middleman has served on numerous advisory boards, including Freddie Mac from 2002 to 2010, Ellie Mae, Inc. (a provider of business automation software for the U.S. mortgage industry) from 2000 to 2001, and Fannie Mae from 2005 to 2006. He has over 30 years’ experience in the financial services industry and is a graduate of Temple University with a BS in Accounting.

Annotated Bibliography

Blumenthal, Jeff. “South Jersey Mortgage Bank Pays $113M to Settle False Claims Act Violations.” Philadelphia Business Journal, April 15, 2016.

The article details several claims including that Freedom Mortgage, between Jan. 1, 2006, and Dec. 31, 2011,  certified mortgage loans for FHA (Federal Housing Administration) insurance that did not meet U.S. Department of Housing and Urban Development underwriting requirements and were therefore not eligible for FHA mortgage insurance. The article details the result in a $113 Million settlement.

Shapiro, Audrey. “Freedom Mortgage CEO Stanley Middleman Wins Ernst & Young Entrepreneur of The Year & Award.” Freedom Mortgage, June 21, 2019.

This article names Stanley Middleman, CEO of Freedom Mortgage Corporation, the winner of Ernst & Young (EY)’s Entrepreneur of The Year® Greater Philadelphia Award in the financial services category. It also provides a description of Freedom Mortgage as well as the purpose of the Entrepreneur of the Year Award.

State of Washington Department of Financial Institutions Division of Consumer Services, “In The Matter Of Determining Whether There Has Been A Violation Of The Consumer Loan Act Of Washington By: Freedom Mortgage Corporation dba Jefferson Home Mortgage And Loan And Stanley C. Middleman, President, Owner And CEO.” State of Washington Department of Financial Institutions, June 17, 2009.

This filing is a consent order entered in by the Department of Financial Institutions, Division of Consumer Services (Department) and Respondents which agrees upon a basis of resolution of the matters alleged in Statement of Charges No. C-08-020-08-SCOI (Statement of Charges), entered July 16, 2008. The order fully resolves the Statement of Charges and agrees that Respondents do not admit any wrongdoing by its entry.

United States Securities and Exchange Commission, “Information Required In Proxy Statement Schedule 14a Information.” United States Securities and Exchange Commission, April 13, 2015.

This filing describes Stanley Middleman as Cherry Hill’s Mortgage Investment Corporation’s non-executive Chairman of the Board since its inception in October 2012. The filing details proxy solicitations and votes for numerous proposals.