Random races either in VSK or Sail Simulator require quite some tollerance toward "non-sailors" .. though IMHO the number of those are way higher in VSK.
Due to aut-trim equalising boat speed in VSK long legs are needed to seperate fleets needed to avoid clusterf* ups at marks.
Vsk has an umpire however that umpire can only consider 2 boats in any incident. The average players computer system can barely manage races with 20 boats graphically in any 3D sailing game , an umpire that can consider all boats in any situation in reasonable intervals requires (still) more resources than players have available.
In real life there is no umpire in fleet races, you all meet at the yacht club to buy a round of beer and amend differences you had on the water, or a jury is provided to settle disputes.
For serious racing be it with VSK or Sail Simulator you best go looking for a community or group of friends like minded 'sailors' that can agree to meet on a regular basis. Just follow the "fan sites"
link on the sail simulator website.
Active in VSK 10+ years AND Sail Simulator 1+ years (so far rather successfull trying to avoid "non-sailors" )
"As far as I can remember, there aren't a lot of points of land or holidays named after people who sat at home and criticized Christopher Columbus."
(Paul Cayard, from the Pirates base, in an e-mail to race HQ. 25 Jan 2006 volvooceanrace.org)