Simon S. Mass
Simon co-founded a ten-person boutique firm in 2004 that evolved into a leading real estate investment firm with a team of up to 100 award-winning real estate professionals. The firm boasts more than 450 sophisticated high-net-worth clients from around the globe and includes industry titans who consult and work with Simon on their own personal real estate investments.
Often recognized as one of the architects of the pre-construction condo investment sector, with over $11 billion in transactions and a reputation that spans across North America as the creator of the bulk condo investment segment dating back more than 20 years.
Consistent deal flow is based on strong relationships with North America’s largest and most prestigious developers. These high-level personal connections allow TCS of Miami clients to have an advantage in the sector providing the trust and reliability that is required when investing into a real estate project.
Simon has long-term relationships with hundreds of clients that include doctors, business professionals and international athletes from across the globe. These clients account for over $500 million to $1 billion in annual investments. Simon’s long-standing relationships with leading developers, private equity firms, and hedge funds continues to fuel TCS of Miami’s investment engine.



As the number of luxury condominiums in Canada continues to rise and gain popularity, high-end real estate developers Greybrook, First Capital, and Cityzen are working together on a new residential project in Toronto that aims to set a new benchmark for the Great White North; the forthcoming development in the city’s fashionable Yorkville enclave is slated to become Canada’s first ultra-luxury tower once it’s complete. Officially known as 138 Yorkville, the striking new tower isn’t expected to welcome residents until the summer or fall of 2028. However, in the meantime, Robb Report got an exclusive peek.
Peter Politis, CEO of Greybrook Realty Partners, told Robb Report in an interview over email, “Spanning over 19,700 square feet across three levels, this residence epitomizes luxury at the highest level in both scale and detail.”
In addition, the property will feature a slew of swanky amenities like private elevator foyers and 16,000 square feet of fitness and wellness facilities, plus a complimentary chauffeured luxury car service for getting around town. “This is not about flashy extravagance but about thoughtful, bespoke living spaces that cater to a sophisticated and discerning audience,” Politis said. Prices for the units will start at CAD $10 million (or about $7.5 million).


