David Goss

Goss’ Chicago-based multifamily brokerage and advisory firm emerged from the wreckage of the last real estate downturn and built its reputation on volume, grit and deep neighborhood knowledge.

He helped launch Interra in the wake of the 2008 financial crisis, when distressed apartment assets dominated deal flow and few brokers were willing to specialize south and west of downtown.

That early focus became Interra’s calling card. The firm carved out a niche on the South and West sides, handling thousands of REO and fix-and-flip transactions for banks and private owners before expanding citywide as pricing recovered. While capital flooded into Chicago multifamily in the late 2010s, Interra scaled up to larger portfolio trades, becoming one of the city’s most active apartment sales shops.

In 2025, Goss emerged as a vocal critic of the city’s Jackson Park housing pilot program, particularly a provision that would give tenants a right of first refusal to buy their buildings when landlords move to sell. He warned that poorly executed tenant protections could freeze transactions and depress values.

“The goals are noble,” Goss said of the policy, “but the whole process was just so poorly thought out.”

Interra has continued to grow methodically, adding brokers from competing firms and maintaining a disciplined hiring model. Goss remains bullish on Chicago’s desirability even as he criticizes its governance, arguing that the city’s economic engine routinely outpaces its politics.

— Sam Lounsberry