Will Silverman and Gary Phillips

If there’s a nine- or even 10-figure investment sale in New York City, chances are Will Silverman and Gary Phillips have their names attached to it somewhere.

The duo brokered some of the biggest deals of the past 12 months, including the highest-grossing sale of 2025: RXR and Elliott Investment Management’s August purchase of the office tower at 590 Madison Avenue for $1.08 billion.

The 590 Madison deal was no fluke — Phillips and Silverman have been working large deals like it for some time now. The team also negotiated the sale of 1177 Avenue of the Americas in September to Norges Bank Investment Management and Beacon Capital Partners for $542.6 million, and the sale of 2 Grand Central to Sovereign Partners for $273 million.

Eastdil Secured has dominated the investment sales market in New York City thanks to these transactions, having a hand in 100 percent of deals exceeding $1 billion from 2023 to 2026, 78 percent of anything north of $750 million, 71 percent of all deals exceeding $500 million, and 43 percent of transactions above $100 million, according to an Eastdil source.

Of course, their resonance goes back much further;  they helped Jeff Sutton’s Wharton Properties sell 724 Fifth Avenue to Prada for $835 million and sell 715-717 Fifth Avenue for $963 million to Kering, parent company of Gucci, Balenciaga and Alexander McQueen in late 2023 and early 2024. Those trades buoyed New York’s real estate investment recovery post-COVID.

The momentum seems as though it will continue throughout the rest of 2026. This despite Savills at the end of this March buying Guggenheim Investments, Temasek Holdings and Wells Fargo out of its shares in Eastdil for $1.1 billion.

Little in Eastdil’s workaday structure is changing because of the deal, and it looks as though Phillips and Silverman will remain champions of the New York investment sales market.