Khalil Washington
Chicago, IL · United States
Drill scene, South Side economics, community organizing
Khalil reports from the South Side of Chicago, where the drill music scene exploded into a global phenomenon while the neighborhoods that created it continued to struggle with disinvestment. His work examines how community organizers, local businesses, and underground economies operate in areas that traditional finance ignores. A graduate of the University of Chicago's Harris School of Public Policy, Khalil brings both academic rigor and street knowledge to every dispatch.
Population
~2.7M (metro: 9.5M)
City Intel
Third-largest U.S. city. Home to the Chicago Board of Trade, where global commodity prices are set.
Dispatches Filed
4
Dispatches
South Side Economics: How Drill Culture Went Global While the Block Stayed Local
Chicago drill music generates hundreds of millions in streaming revenue, festival bookings, and brand deals. But the South Side neighborhoods where the genre was born — Englewood, Woodlawn, Austin — still lack basic grocery stores and bank branches. The economic paradox of exporting culture while importing poverty defines modern Chicago more than any other American city.
Food Deserts and Corner Store Economics on the South Side
When the last Whole Foods in Englewood closed, it confirmed what residents already knew: corporate grocery chains treat Black neighborhoods as charity projects, not markets. The corner stores that fill the gap charge premium prices for limited selection. But a new wave of community-owned food co-ops and urban farms is building an alternative model — one that keeps money circulating in the neighborhood.
The INVEST South/West Initiative: Can $1.4 Billion Actually Change Anything?
Chicago's INVEST South/West program promises $1.4 billion in development across 10 historically disinvested corridors. Two years in, some projects are rising while others stall. Residents are split between hope and skepticism. The question isn't whether the money will arrive — it's whether it will benefit the people already there or just prepare the neighborhoods for the next wave of displacement.
Bitcoin and the Barbershop: Crypto Adoption on the South Side
Three barbershops on 79th Street now accept Bitcoin. A beauty supply store on Cottage Grove has a Cash App terminal but no credit card reader. South Side Chicago is adopting financial technology faster than traditional banking, and it's not because of tech enthusiasm — it's because traditional banks left. When the system doesn't serve you, you build a new one.
From the Wire
Community intel and chatter from Chicago
New Aldi opening on 63rd Street — first major grocery chain in the area in 8 years.
Feb 12
Drill rappers collectively earned $400M+ in 2025. Less than 2% reinvested in Chicago neighborhoods.
Feb 10
Community land trust in Woodlawn purchased 40 vacant lots for $1 each from the city. Plans for affordable housing.
Feb 9
