The Revolving Door of San Francisco Influence
Another week in San Francisco politics, another round of backroom maneuvers, questionable accountability, and big-money players jockeying for influence. Let's break it down.
The Sheryl Davis Fallout
The dust from the Sheryl Davis saga is still settling, and it's not pretty. The former head of the Dream Keeper Initiative — the city's marquee program that funneled hundreds of millions of taxpayer dollars into community programs — left behind serious questions about oversight, spending, and whether San Franciscans actually got their money's worth.
This is what happens when the city treats accountability as an afterthought. Massive budgets get handed out with minimal scrutiny, and when things go sideways, everyone in City Hall acts shocked. We've seen this movie before. The real scandal isn't just what happened — it's the system that made it inevitable. When you build a bureaucratic apparatus designed to spend first and ask questions never, don't be surprised when the receipts don't add up.
David Sacks Opens the Checkbook
Meanwhile, tech heavyweight and newly minted political operator David Sacks is making donations in the local arena. Fresh off his role in the Trump transition orbit, Sacks is clearly interested in shaping San Francisco's political landscape. Whether you love him or loathe him, at least his money comes with a return address. The bigger question: will his involvement push local politics toward fiscal sanity, or is this just another billionaire treating city government like a hobby?
Saikat Chakrabarti's Endorsement Game
And then there's Saikat Chakrabarti — yes, AOC's former chief of staff — who's apparently building an endorsement portfolio in San Francisco races. Because apparently what this city desperately needs is more progressive kingmaking from people whose fiscal track record includes proposing a multi-trillion-dollar Green New Deal.
San Francisco doesn't have a shortage of political ambition. It has a shortage of leaders who respect your wallet. Stay skeptical, folks.
