‘Meet the Activist Who Hunts for San Diego’s Airbnb ‘Apartment Hotels’
by Cody Dulaney / inewsource / September 23, 2026
Jay Goldberg swears he’s a capitalist.
It’s a Thursday afternoon and the 42-year-old Hillcrest homeowner is seated at his kitchen counter, scrolling through lines of code he wrote to analyze multiple datasets on his laptop. He’s a Google engineer by trade, but his workday is over, and now he’s hunting through the local real estate market.
His target? Properties that he calls “apartment hotels” — or entire complexes that have been converted from long-term housing to short-term rentals.
He’s a capitalist, he says, but he’s a capitalist with guardrails, driven by one guiding principle: What’s good for one person shouldn’t come at everyone else’s expense. And he’s become convinced that’s exactly what’s happening in San Diego.
Earlier this year, inewsource revealed a glaring loophole in a San Diego law that allows property owners to obtain a short-term rental license even after carrying out an illegal eviction. It works like this: Investors buy up multi-family properties, clear out the long-term tenants with buyouts or no-fault evictions, and post the units on short-term platforms, such as Airbnb.
Goldberg has spent years working to identify these properties.
He gathers data from short-term rental platforms. He combs through active licenses and property records. And when he thinks he’s identified an apartment hotel, or really any short-term rental violation, he turns over what he finds to San Diego officials.
Then he waits.

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