ABOUT ROB FLAHERTY
Rob Flaherty’s journey from South Boston’s Old Colony housing project to a distinguished career in luxury real estate sales and marketing is a testament to resilience, determination, and strategic vision. Growing up during the forced busing and school desegregation crisis, Rob faced significant educational disruptions, losing a full year of school due to citywide unrest. While many childhood friends fell victim to the era’s challenges, Rob credits his escape to the unwavering guidance of his older siblings, the discipline of his Boston Police detective father, the nurturing support of his mother, and the positive influence of the South Boston Boys Club.
A pivotal opportunity led Rob to attend Northfield Mount Hermon School for a postgraduate year, propelling him to Columbia University, where he later completed the Real Estate Development Program at the Columbia School of Architecture, Preservation and Planning. Rob’s passion for real estate marketing and sales ignited early in his career when he partnered with Alf Naman of Alf Naman Limited and Apple Rights Corporation. Together, they acquired, renovated, and resold 27 Manhattan apartments in Upper East Side and Upper West Side buildings undergoing rental-to-co-op conversions.
With over 25 years of leadership experience at Marriott International, The Ritz-Carlton Development Company, and Marriott Vacations Worldwide, his expertise spans marketing strategy, sales operations, and business development for some of the world’s most prestigious real estate and hospitality brands. Today, through Rob Flaherty Incorporated (RFi), Rob provides bespoke marketing and sales consulting services for the luxury real estate, hospitality, and fractional real estate sectors. Leveraging decades of expertise, he partners with developers, brands, and private ownership groups to craft data-driven, results-oriented sales and marketing strategies that maximize revenue and brand positioning.
Rob and his wife Leslie reside in Palm Beach Gardens, FL.
ACCOMPLISHMENTS
THE RITZ-CARLTON DEVELOPMENT COMPANY
Led marketing operations for The Ritz-Carlton Club & Residences, achieving $750 million in sales across premier developments in Jupiter (FL), South Beach (FL), St. Thomas (USVI), and The Bahamas.
MARRIOTT VACATIONS WORLDWIDE
As Vice President of Sales & Marketing Training and Senior Director of Sales Operations, Rob spearheaded innovative strategies, award-winning training programs, and proprietary sales center technology, contributing to delivering over $10 billion in contract sales over an eleven-year span.
