Illustration for the District 2 Supervisorial Race 2026, featuring district 2 landmarks and cartoon portraits labeled Stephen Sherrill and Lori Brooke.

Welcome back to our โ€œMeet the Candidatesโ€ series, where District 2 supervisor candidates respond to a question in 100 words or fewer. Answers are published every Tuesday.

To see what candidates said in other weeks on topics like housing and taxes, read their answersย here.

District 2 covers neighborhoods in the north of the city including the Presidio, the Marina, Cow Hollow, Pacific Heights, Presidio Heights, Anza Vista, and portions of the Western Addition and North of the Panhandle.


For years, San Francisco has taken a โ€œhousing-firstโ€ approach to homelessness. That means that the city will place homeless people in permanent supportive housing even if the person is still struggling with addiction, unemployment, mental health, or physical health. 

The hope is that the stability of permanent housing sets the person up for success with their other issues, an idea that studies have mostly backed up. A โ€œhousing-firstโ€ approach decreases homelessness, ER visits and hospitalizations. The data is less clear, though, on whether it helps residents address their drug use. 

In San Francisco, residents currently cannot be evicted from any of the cityโ€™s permanent supportive housing solely because they are using drugs. 

Supervisor Matt Dorsey wants to change that. This March, Dorsey re-introduced legislation that would require new permanent supportive housing built by the city to allow evictions for illicit drug use. 

As Dorsey told The Examiner, the current โ€œdrug-tolerantโ€ housing approach โ€œposes some real problems for people who are in recovery or seeking to get into recovery, because weโ€™re putting them in environments where theyโ€™re not succeeding.โ€

But the legislation has drawn criticism from homelessness advocates like Jennifer Friedenbach, who told The Examiner that the legislation โ€œclearlyโ€ allows people to be evicted for relapsing. โ€œIt brings up just a lot of tenant-rights issues,โ€ she said. 

Dorsey said that while his legislation does not make a hard and fast rule about what amount of drug use would warrant an eviction, his intention is that โ€œa relapse is not treated as a one-and-done. People are offered services and a chance to come back.โ€

This weekโ€™s question: Would you vote for Dorseyโ€™s sober housing legislation? Why or why not?


Mission Local color codes the answers to yes/no questions. A blue background means the candidate answered yes, an orange background means no, and a yellow background means that the candidate dodged the question. 

Answered yes
Answered no
Answered ambiguously

Cartoon illustration of a man with short brown hair wearing a blue suit, light blue shirt, and black tie, set against a blue circular background.

Stephen Sherrill

  • Job: Appointed District 2 Supervisor
  • Age: 39
  • Residency: Homeowner, has lived in District 2 since 2015
  • Transportation: Driving, public transportation, biking
  • Education: Bachelorโ€™s degree from Yale University
  • Languages: English

I co-sponsored this legislation, because I believe our permanent supportive housing stock needs to meet the needs of all unhoused individuals, including those who are recovering from substance-use disorder.

Housing is the biggest hurdle to helping stabilize unhoused individuals, but for those suffering from addiction, the wrong housing situation can exacerbate addiction issues and lead to an individual relapsing.

We need to make it city policy to prioritize housing opportunities that support individuals on the path to sobriety free from addiction, and this ordinance will accomplish this necessary goal.

Endorsed by: Mayor Daniel Lurie, GrowSF, Nor Cal Carpenters Union, San Francisco Police Officers Association, SF YIMBY, Northern Neighbors … read more here.


Cartoon illustration of a woman with blonde hair, wearing a black blazer and light-colored top, set against a yellow circular background.

Lori Brooke

  • Job: President, Cow Hollow Association
  • Age: 62
  • Residency: Homeowner, moved to the district 31 years ago
  • Transportation: Driving and walking
  • Education: Bachelor’s degree from the University of California, Santa Barbara
  • Languages: English

I support the goal of making permanent supportive housing safe, stable, and recovery-oriented. Too often, these buildings struggle with open drug use and unsafe conditions, which undermine outcomes for residents and neighbors alike. 

I would consider Supervisor Matt Dorseyโ€™s legislation if it is realistic, enforceable, and paired with access to treatment, mental health care, and strong case management. Simply declaring housing โ€œdrug-freeโ€ without support wonโ€™t work. 

We need clear expectations, accountable operators, and real pathways to recovery, moving away from a system that warehouses people toward one that prioritizes stability, safety, and long-term success.

Endorsed by: Former District 2 Supervisor Michela Alioto-Pier, former State Senator and Supervisor Quentin Kopp, AFT 2121, Local 38 (#2)read more here.


Candidates are ordered alphabetically and rotated each week. Answers may be lightly edited for formatting, spelling, and grammar. If you have questions for the candidates, please let us know at io@missionlocal.com. 

You can register to vote via the sf.gov website.

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Io is a staff reporter at Mission Local covering city hall and S.F. politics. She is a part of Report for America, which supports journalists in local newsrooms.

Io was born and raised in San Francisco and previously reported on the city while working for her high school newspaper, The Lowell. She studied the history of science at Harvard and wrote for The Harvard Crimson.

You can reach Io securely on Signal at ioyg.10

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1 Comment

  1. Nothing is worse than a get into heaven and shut the gates behind you “recovered” addict, like Dorsey. He never faced the same barriers people on the streets are facing every day. Likewise, I doubt these two candidates have ever even seen half the things that cause people to be on the streets in the first place. That’s why candidates like this are a harm to drug using communities and recovery, they have no idea what they are talking about.

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