2001: Gold City Showgirls —> 2009: Sam Moore's Club Velvet

2001: Richard J. Oulton's Flag Controversy (Wyndham) —> 2009: Col. Van T. Barfoot's Flag Controversy (Sussex Square)

2002: West Nile Virus —> 2008: Pig Flu

2003: Damage from Hurricane Isabel —> 2004: Damage from Tropical Storm Gaston

2004: Debate Over Baseball Stadium in Shockoe Bottom —> 2008: Debate Over Baseball Stadium in Shockoe Bottom

2001: Sheriff Michelle Mitchell —> 2009: Sheriff C.T. Woody

Recurring Controversy of the Decade: Shockoe Bottom Baseball 

Runners-Up: Richmond Public Schools; City Hall shenanigans