
City Cast DC with Michael Schaffer
🗳️ Could Bowser get a forth term?
May 16, 2025 · 💌 Kaela
Hey, neighbor. I went on a deep dive this morning in to D.C.’s super-secret luxury real estate market. A world where real estate agents dubbed the “Speakeasy Club” operate “deep private” estate sales for D.C.’s elite 👀

What's CITY Talking About?
Kennedy Center Workers Plan Union
Employees at the Kennedy Center announced plans to unionize yesterday, a response to major layoffs and a lack of transparency that they attribute to Trump's takeover of the arts institution. [Washington Post 🔒]
DC Dodges Worst of Medicaid Cuts
After pressure from local officials, Congress dropped legislation that would have cut the District’s Medicaid match from 70% down to the federal minimum of 50%. But, Mayor Bowser says to remain cautious as lawmakers could still insert the provision before it reaches the President. [Washington Post 🔒]
CaBi Ridership Off the Charts
Capital Bikeshare trips were up 35% in April compared to this time last year, marking the 40th consecutive month of year-over-year growth. Interestingly, the five stations along the new Columbia Road NW bike lane in Adams Morgan saw a 50% increase in rides. [Greater Greater Washington]

Could Bowser Win a 4th Term?
Mayor Bowser has indicated she will run for a fourth term, and after her success getting an RFK stadium deal, a win seems more possible than ever. Her main opponent looks to be councilmember Robert White, who lost to Bowser in 2022. How is the race shaping up? [WAMU, City Cast DC 🎧]
Homelessness Down In the District
D.C.’s annual point-in-time survey results show homelessness is down slightly this year, indicating stabilization for the first time since the pandemic. [WTOP]

DC Insider Trivia

In case you’re new here, every Friday, I ask a D.C.-related trivia question Click the button below to answer the question and see if you got it right!
If you want more, previous questions can be found at the bottom of this page.
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What To Do
Friday, May 16
- 🎵 My Body My Festival at Union Stage (The Wharf)
- 🪨 Local Tunes: Rock Creek Kings at Black Cat (14th St. NW)
- 👯 Pol Pot Dancing at the Freer Gallery of Art (National Mall)
- 🏇 Preakness 150 Horse Racing at the Pimlico Race Course (Baltimore)
- ✍️ Writing as Play Workshop at the DC Writers' Salon (Dupont)
Saturday, May 17
- 🦆 Duck Pond Party at the SW Waterfront
- 🎉 Fiesta Asia Street Fair on Pennsylvania Avenue NW
- 🧺 Bloomingdale Community Day at Crispus Attucks Park
- 💦 Anacostia River Festival in Anacostia Park
- 🎶 DC Arab American Culture Fest at the Dew Drop Inn (Edgewood)
- 🥳 Arlington Palooza at Lubber Run Community Center
- 🥃 Bourbon & Bluegrass at President Lincoln's Cottage (Fort Totten)
- 📖 DMV Anarchist Book Fair in St. Stephen's Church (Columbia Heights)
- 🍺 Frühlingsfest at Aslin Beer Company (Alexandria)
Sunday, May 18
- 🥃 Bourbon & Bluegrass at President Lincoln's Cottage (Fort Totten)
- 🛒 Trader Joe’s Brunch Potluck in Malcolm X Park
- 🪡 Sewing Workshop at the Rhizome (Takoma Park)
- 🎨 Silent Art Auction for Baldwin House at Femme Fatale (Cleveland Park)
- 📚 Busy Person's Book Club at the Takoma Park Library
- 🎤 AAPI Journeys in Hospitality Panel at Moon Rabbit (Penn Quarter)
- 🐦 Roosevelt Island Bird Walk with DC Bird Alliance
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That’s all for today! Talk tomorrow 😉
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