Rob Yaffa is Co-President of My Money Workshop. Rob is an Executive Managing Director in the Brokerage Services group of Cushman & Wakefield with over 25 years of experience in tenant representation, space disposition and strategic planning. Cushman & Wakefield recently merged with DTZ, formerly Cassidy Turley, where he had been working since 2012. A creative problem-solver and skilled negotiator, Mr. Yaffa has represented clients from many of New York’s leading industries – finance, media, legal and technology; he also works with a significant number of multi-market clients in both the private and public sectors. Prior to joining Cassidy Turley, Mr. Yaffa served as Executive Managing Director at Grubb & Ellis where he was consistently a member of the company’s “Circle of Excellence,” a national mark of distinction reserved for the top transaction specialists. Additionally, in 2002 Mr. Yaffa won the Real Estate Board of New York’s distinguished “Most Ingenious Deal of the Year” award for relocation of the U.S. Customs Service to 266,327 square feet following the destruction of its headquarters in the September 11, 2001 attacks.
Mr. Yaffa co-founded Brookside Properties, Inc., a real estate investment management company that celebrated its 20th anniversary in 2016. Over the years he has owned multi-family properties in the New York Metropolitan Area.
In 2016 Mr. Yaffa was appointed the co-chair of the 2017 Dwight-Englewood School Bulldog Classic, which raises significant funds solely dedicated for scholarships at the school. Mr. Yaffa has also been appointed to the Dwight-Englewood School Development committee. In 2016 Mr. Yaffa completed the David Rockefeller Fellows Program, a Partnership for New York City leadership program which brings together participants and key leaders to collaborate on issues in the private, public and not-for-profit sectors of New York City. In 2015 Mr. Yaffa was appointed as Chair of HSS’s Board of Advisors, on which he has served for the past eight years, and in this role serves on the HSS Board of Trustees. In 2016, Mr. Yaffa was appointed to the committee for the Hospital’s captive malpractice insurer in the Cayman Islands (MIAC).
Mr. Yaffa graduated from Muhlenberg College with a Bachelor of Arts in History and Government and currently resides on the Upper East Side with his daughter Caroline.