Salesforce founder and CEO Marc Benioff was once revered for his philanthropy and progressive politics. But last week, he sparked outrage after saying he supports President Donald Trump sending National Guard troops to San Francisco.

Soon after, reporting revealed that Salesforce had lobbied to help the federal government hire more immigration agents. City leaders like Mayor Daniel Lurie and tech figures including Benioff’s longtime friend Ron Conway condemned his comments, prompting Benioff to apologize. But questions remain about his relationship with Trump and what it means for San Francisco politics.

Marisa and Scott are joined by New York Times San Francisco bureau chief Heather Knight, who broke the story and is tracking the fallout.

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