Oakland's city administrator resigns after Oaklandside reporting on his texts episode artwork

EPISODE · May 22, 2026 · 28 MIN

Oakland's city administrator resigns after Oaklandside reporting on his texts

from Oaklandside 510

Oaklandside's reporting directly led to a major shake-up at City Hall: the resignation of Oakland's city administrator, one of the most powerful figures in the city. City Hall reporters Eli Wolfe and Natalie Orenstein explain who Jestin Johnson is, what the city administrator does, how The Oaklandside obtained the text messages that forced his resignation, and what this means for Oakland.Plus: three people are killed in a devastating East Oakland crash, First Fridays faces a funding crisis, AI use in Oakland schools is a "Wild West," AC Transit ridership rises as gas prices spike, Oakland's Planning Commission keeps canceling meetings (and why that might be a good thing), and a new barbecue spot is drawing lines before it even opens.Stories we cover in this episode:City HallCity administrator Jestin Johnson resigns after Oaklandside reports on troubling textsOakland city officials privately cheered Supreme Court ruling on homeless encampmentsPublic safetyThree killed in East Oakland crash at International Boulevard and 85th AvenueArts and cultureOakland First Fridays faces funding crisis EducationAI in Oakland schools: a policy in progress, a "Wild West" in classroomsTransitAC Transit sees first sustained ridership increase this decade as gas prices top $6Housing and developmentOakland Planning Commission keeps canceling meetings — and that may signal progressFoodSaints Smokehouse brings smoked brisket and serious buzz to downtown OaklandFind all these stories and more at oaklandside.org. Have feedback or story ideas? Email us at [email protected].

Episode metadata supplied by the publisher feed · Published May 22, 2026

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Oaklandside's reporting directly led to a major shake-up at City Hall: the resignation of Oakland's city administrator, one of the most powerful figures in the city. City Hall reporters Eli Wolfe and Natalie Orenstein explain who Jestin Johnson is, what the city administrator does, how The Oaklandside obtained the text messages that forced his resignation, and what this means for Oakland. Plus: three people are killed in a devastating East Oakland crash, First Fridays faces a funding crisis, ...

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Oakland's city administrator resigns after Oaklandside reporting on his texts

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This episode was published on May 22, 2026.

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