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SFist Turns 20: The San Francisco Scandals That Made This Website What It Is

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SFist Turns 20: The San Francisco Scandals That Made This Website What It Is


As SFist celebrates its 20th anniversary, we remember the ridiculous San Francisco City Hall scandals that made us a go-to destination for salacious political gossip and mockery in our early days.

We are celebrating our 20th anniversary at SFist this week, and in looking back, we acknowledge that some of our critics have called our tone perhaps a little unprofessional in the early years. But those early years were a time when San Francisco had a famously philandering mayor, a supervisor who used the word “fuck” at every board meeting, and another supervisor who secretly did not even live in San Francisco but still shook down local boba shops for $80,000 bribes. So really, our unprofessional tone was perfect for covering such an unprofessional era at SF City Hall.

SFist published its very first post just six months after Gavin Newsom was sworn in as Mayor of San Francisco in 2004. At the time, Newsom was married to a certain Kimberly Guilfoyle, who is (sigh) that Kimberly Guilfoyle. But back then, Guilfoyle was a highly respected SF assistant district attorney known for winning a conviction in a high-profile dog-mauling case.

The two had a dignified break-up in 2005. But the path going forward for both was anything but dignified.

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Image: KLTV

The then-38-year-old Newsom quickly developed a reputation for dating much younger women. The most infamous of these paramours was a 20-year-old Brittanie Mountz (seen above), who appeared to have used a fake ID to get into events at which she drank with Newsom.

But there were others! So many others that SFist ran updated power rankings on the always fluid pecking order of Newsom’s various side-pieces: CSI: Miami bit-part player Sofia Milos, reality TV personality Erin Brodie, and the eventual winner of the Gavin girlfriend sweepstakes, Jennifer Siebel (now Jennifer Siebel Newsom).

Image: SFist

This all hit fever-pitch in January 2007, in a bombshell incident that spurred the greatest SFist headline of all time. News broke that Newsom had an extramarital affair with his own campaign manager’s wife Ruby Rippey-Tourk. Her husband Alex Tourk had been Newsom’s deputy chief of staff before being named reelection campaign manager in September 2006. And for months after that, it became appointment reading to catch each day’s developments as side-splittingly summarized by SFist writers Eve Batey and Rita Hao in their As the Gav Turns series.  

Newsom blamed the behavior on alcohol and entered treatment. But many SFist commenters alleged that it was fake rehab and Newsom never really stopped drinking (which was confirmed by the Sacramento Bee years later).

Image: From a political hit piece, origin/authenticity unknown

It was during this phase that Newsom dealt with the fallout of a very hilarious photo of him staring at a woman’s breasts that became public. The image was from the political hit-job mailer against Newsom from the 2007 mayoral election seen below, and its origin, and degree of authenticity, are still unknown.

Image: From a political hit piece, origin/authenticity unknown

Just one week before the Rippey-Tourk affair scandal broke, Newsom’s campaign was reeling from a separate scandal, unearthed here at SFist.

SFist discovered that Newsom’s press secretary Peter Ragone had been posting sock puppet comments in the SFist comments section under someone else’s name, a scandal came to be known as SFistGate.

So at this point, SFist wasn’t just covering the scandal, we were part of the unfolding scandal.

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Despite all of this mortifying behavior, Newsom still easily won reelection that year with a landslide 74% of the vote. This was likely because his opponents were a cast of gag-candidate characters like Chicken John, and Power Exchange bondage club owner Michael Powers.

There were other ongoing scandalous matters which obsessed SFist and our readers during this mid-to late-2000s era.

We chronicled the exploits of foul-mouthed then-supervisor Chris Daly in a series called Everybody Hates Chris. A reckless driving incident from then-state Senator Carole Migden inspired the How’s Carole Migden’s Driving? series. And surely the most bizarre ongoing SFist series of that day was Oh No, Ed Jew!, the saga of the then-District 4 SF supervisor who secretly did not even live in San Francisco, but more significantly, solicited an $80,000 bribe from a Quickly boba shop. He was sentenced to more than five years in prison.  

On a personal note from this SFist correspondent, one day I was called to serve on a jury duty pool with Ed Jew, and at the height of the Ed Jew scandal at that. I wrote a lengthy SFist comment about the experience, and SFist co-founder Rita Hao emailed me later that day and offered me an (unpaid) position as an SFist contributor. And I’m proud to once again be an SFist contributor today.

So in some ways, some of these scandals truly did, to some degree, make SFist what it is today.

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SFist Turns 20: Here’s to 20 Years of Gossip, Snark, and Covering This Beautiful City [SFist]

Image: From a political hit piece, origin/authenticity unknown



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Iran conflict disrupts flights out of SFO

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Iran conflict disrupts flights out of SFO


SAN FRANCISCO (KRON) — Attacks on Iran by U.S. and Israeli forces have disrupted air travel across the Middle East, leading to thousands of flight cancellations and delays worldwide. The instability has reached the Bay Area, where international flights at San Francisco International Airport have been canceled or grounded. The travel disruptions followed retaliatory strikes […]



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Hundreds Rally in San Francisco Against U.S.-Israel Strikes on Iran | KQED

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Hundreds Rally in San Francisco Against U.S.-Israel Strikes on Iran | KQED


She acknowledged that Iranian Americans hold a range of political views, including some who support U.S. intervention, but said she believes the future of Iran should be determined by its people.

“The Iranian people in Iran can decide the future of their country,” she said. “War, I don’t think, is going to help.”

Speaking to the crowd, Mortazavi challenged what she described as a narrative that Iranians broadly support U.S. and Israeli military action.

“They want you to believe that every Iranian … is cheering on the United States and Israel,” she said. “That is unequivocally false.”

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She urged attendees to continue organizing beyond the rally and announced plans for additional demonstrations.

A demonstrator holds an Iranian flag as protesters gather outside the San Francisco Federal Building during a “Hands Off Iran” rally Feb. 28, 2026, in San Francisco. The demonstration called for an end to U.S. involvement in the strikes on Iran. (Gustavo Hernandez/KQED)

Dina Saadeh, an organizer with the Palestinian Youth Movement, said multiple groups mobilized quickly in response to the strikes.

“I’m angered today,” Saadeh told KQED. “People here don’t want to see our country engaged in more endless war.”

Saadeh described the protest as part of a broader effort to oppose sanctions, military escalation and what she called U.S. imperialism. She said participants were calling on elected officials to redirect public funds toward domestic needs.

“People want money for jobs and education, not for war and occupation,” she said.

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KQED’s María Fernanda Bernal contributed to this story.



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Sam Smith’s San Francisco Residency Charts New Course for the Castro

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Sam Smith’s San Francisco Residency Charts New Course for the Castro


If you purchase an independently reviewed product or service through a link on our website, The Hollywood Reporter may receive an affiliate commission.

Sam Smith has kicked off his residency at the Castro Theatre in San Francisco, with the singer’s 20-date stint helping to officially usher in a new era for the historic landmark.

First erected in 1922, the Castro closed in 2024 for a reported $41 million renovation project. But the century-old Spanish-style Baroque theatre is open for business — and music — once again, with its gilded ceiling and ornamental walls restored to its original design, while seating is now reconfigurable for different events, including 650 seats that can be removed to create more standing room space (like for Smith’s concert). More importantly, city officials hope the re-opening of the Castro Theatre will also help revive the predominantly queer neighborhood it sits in, which shares a name with the venerable venue.

“Do you guys realize how special this street is?” Smith asked the sold-out crowd, during night two of their residency last week. “I grew up in a village in the middle of f-ckin’ nowhere,” they shared. “I was the only gay in the village and yes I was very dramatic about it as well,” they added with a laugh.

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“There is nothing like this street and nothing like the Castro and the community here,” Smith said. “I’ll never forget coming here when I was 20 years old, so reopening this theater now is such an honor.”

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Tickets to Smith’s Castro residency quickly sold out when the shows were first announced but you can still find stubs on sites like StubHub, Vivid Seats and SeatGeek. New users can use the promo code THR30 to save $30 on orders of $300 and up at VividSeats.com. SeatGeek customers can use promo code HOLLYWOOD10 to save $10 at SeatGeek.com.

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Smith’s San Francisco stint follows their “To Be Free: New York City,” residency which took place last fall at Brooklyn’s historic Warsaw club. Other artists set to play at the Castro this spring include Father John Misty, José González, Santigold and Lucy Dacus. The Castro will also help celebrate the 50th anniversary of the LGBTQ-themed Frameline Film Festival this June.

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Smith’s residency runs until March 14.

According to tourism officials and local businesses, Smith’s new Castro residency and the reopening of the theatre has already helped to bring in a number of new visitors to the area. Mat Schuster, the executive chef and owner of long-time neighborhood fixture, Canela, says business has been “very busy” in the last few weeks, crediting Smith’s show with bringing out new diners to the Spanish restaurant, which has been on Market Street since 2011. Other local hotspots like wine bar Bar49, the San Francisco outpost of Hi Tops, and the women’s sports bar, Rikki’s (named after Gay Games Federation founder Rikki Streicher), were all packed on a recent evening following Smith’s Castro concert.

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According to San Francisco Tourism, the reopening of The Castro Theatre is poised to deliver “meaningful economic gains” to the surrounding neighborhood, which some stats estimating that the venue will draw more than 200,000 visitors annually.

With the Castro Theatre now open again, local officials are looking ahead to other upcoming celebrations, including a planned reimagining of the Castro and Market Street intersection into The Memorial at Harvey Milk Plaza, honoring the first openly gay elected official in California (and the inspiration for the 2009 Sean Penn film). Milk’s legacy is already enshrined at the San Francisco airport of course, with terminal 1 at SFO renamed as the “Harvey Milk Terminal;” the new memorial is scheduled to be completed by 2028. The annual Castro Street Fair, meantime, a community street celebration founded by Harvey Milk in 1974, will take place on the first weekend of October.

The reopening of the Castro comes amidst a busy few months for San Francisco, which recently saw a number of athletes and celebrities in town for the Super Bowl. Steph Curry’s new speakeasy, The Eighth Rule, was among the hotspots over the big game weekend and the basketball star’s bourbon-forward bar continues to be a hot reservation in the city. Opened in the fall, the bar is tucked away in a nondescript hallway inside the Westin St. Francis hotel in Union Square, offering an intimate and exclusive setting for the Golden State Warriors point guard’s Gentleman’s Cut Bourbon, which can be ordered on its own or as part of a six-course omakase-style cocktail tasting (we loved the clarified coconut milk punch and the truffle-vanilla whiskey sour). Of course, guests can also order cocktails a la carte, choosing from different bourbons and whiskeys, plus a full selection of other spirits.

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Next door to The Eighth Rule is Bourbon Steak San Francisco, the latest outpost of Chef Michael Mina’s award-winning steakhouse. The restaurant marks the celebrity chef’s return to the Westin St. Francis, where he opened his first eponymous restaurant in 2004. In addition to its selection of steaks, seafood and caviar offerings (like Mina’s famous “caviar twinkee”), this Bourbon Steak outpost offers a family-style dining experience for six people, available through advance reservations. This is the only Bourbon Steak location to offer this communal table format.

New this month is the highly-anticipated opening of JouJou, an elevated French brasserie concept from the owners of the two Michelin-starred Lazy Bear. Located in the city’s Design District, JouJou is poised to be the next celebrity hangout, with its ornate dining room and marble-topped counters setting the scene for steak frites and star sightings alike. As chef David Barzelay told the San Francisco Chronicle when asked about the inspiration for JouJou: “It always feels like you’re just in a place where it’s happening.”



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