Generation Why: True Crime Generation Why: True Crime

The Assassination of Derwin Brown - 699

Sep 13, 2026 · 1h 8m

Summary

This episode details the 2000 murder of DeKalb County Sheriff-elect Derwin Brown, who was assassinated after winning an election against corrupt incumbent Sidney Dorsey. Investigator J. Tom Morgan and GBI Agent Fred Mays uncover a conspiracy where Dorsey ordered the hit to protect his department's extensive corruption, including double-dipping on salaries and sexual abuse. The case breaks when a deputy involved in the plot agrees to a plea deal, leading to the recovery of the murder weapon and the arrest of the remaining conspirators.

Topics discussed

Sponsors and introduction Case background: DeKalb County election and corruption allegations Investigation into Sheriff Dorsey's private security scheme Evidence of double-dipping and election results Further scandals: inmate oversight and runoff election loss Uncovering falsified records and sexual harassment allegations The murder of Sheriff-elect Derwin Brown Initial investigation and the Cuffey shootout Grand jury preparation and Cuffey's plea deal Cuffey's interview reveals Dorsey's involvement The plot to kill Brown: weapons and planning The night of the murder and the missing gun Interrogating co-conspirators and recovering the weapon Arrests, RICO charges, and trial preparation First trial: Walker and Ramsey acquitted Retrial strategy and jury selection in Albany Prosecution evidence and witness testimonies Closing arguments and the verdict Sentencing, appeals, and the fate of the shooters Conclusion and final thoughts
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