Bumping this thread up since I saw DJChris23 reporting an almost similar scenario in thread "Beware New bet Glitch that steals money" at Talk About Racing Rivals. I already received a reply 2 weeks after i reported my case. No compensation though.
Hmmm.. Timer ran out eh? It feels like my case against DEMON FREEMIND and BEATMEIFUCOULD, though bets were only cash. Was there any Network Timeout message that came out before you closed the RR app?
Jabber, if its the difference on the weights of the cars that you stated, have you ever thought that it might be the CF Hood and Trunk installed on the lighter car? Also, try to read Shinbeats' guide which is stickied on the Tips Section.