From the first to last reign, this is the official documentation of who's been Dark Side Wrestling's Middlesex County champion. To qualify for the Middlesex County Championship, you must weigh less than 200 pounds.
Wrestler = Title Win = Date
Eiros = Won Iron Man Match at Lord Of Darkness = June 2000
Stray Dog = Won 3-Way Dance at Canadian Caliber = July 2000
ATF = Defeated Stray Dog at Canadian Caliber = July 2000
Kao = Defeated Fleet Admiral T.C. at Dead Heat = August 2000
Stray Dog (reign #2) = Defeated Kao at Trick or Tragedy = October 2000
Eiros (reign #2) = Defeated Stray Dog = December 2000
Cold Fusion = Won 4-way match = February 2001 (Was stripped of the title June 2001 for not attending to defend it)
Sergeant Pain = Defeated Kao = June 2001
Stray Dog (reign #3) = Defeated Kao at Dead Heat = August 2001
Sergeant Pain (reign #2, final) = Defeated Stray Dog at Darkness = December 2001
Kao = Defeated Sergeant Pain at Heartache = February 2002
Eiros (reign #3) = Defeated Kao = June 2002