Strategy & Operations

Real Estate / PropTech

Built the operating systems two brokerages ran on

20+ years in real estate operations. Scaled a Toronto brokerage from 4 agents to 100+, then spent six years running brokerage operations across every U.S. state and all 9 Canadian provinces at Zillow. My role was eliminated in a recent restructuring — I'm now looking for what's next in brokerage or proptech leadership


Broker Licensed in ON · AB · BC · MB · NS · 50 U.S. STATES · WASHINGTON DC · ~400 BROKER LICENSES · 20+ BROKERS LED


Scale, in the brokerage's own numbers.

100+Agents scaled from 4. Built PSR Brokerage from 4 agents and 1 employee to 100+ agents across 3 Toronto offices, 2009–2020.

50 + 9U.S. states and Canadian provinces. Led brokerage operations across every U.S. state, Washington DC, and all 9 Canadian provinces at Zillow.

~400Broker licenses under an operating structure of 20+ brokers, spanning compliance, licensing, and governance.

75%Five-year agent retention against an annual recruiting quota of ~10 new agents — built through mentorship, not churn.

30+Operating procedures designed and implemented across licensing, hiring, onboarding, payroll, and compliance.


Two decades, three chapters.

2020 — Present · Director, Brokerage Operations, ZILLOW

Led brokerage operations across 50 U.S. states, Washington DC, and 9 Canadian provinces — roughly 400 broker licenses and 20+ brokers. Served as a trusted advisor to senior leadership, including the CIO, on Canadian market intelligence and regulatory strategy.

2009 — 2020 · Broker of Record / Office Manager, PSR Brokerage

Scaled the organization from 4 agents and 1 employee to 100+ agents across 3 Toronto offices. Owned operations, compliance, people, and technology day to day, and built a culture where roughly 75% of agents stayed 5+ years.

2003 — 2009 · Administrative Support, Private Service Realty & Century 21

Built early expertise in MLS operations, brokerage administration, and transaction processing — the operational foundation for everything since.


Open to What's Next

Talking with leaders in brokerage, proptech, and companies bridging the two. Whether you're hiring, shaping what's next for your team, or just want to compare notes.


© 2026 Kenneth Laroza