This might be buried, but perhaps it'll help some understand the value of placing small bets on favoured teams.
Quick dirty napkin math, increasing the number of skins/people betting would give players lower down a chain better chances of getting skins. Those higher on the priority list always grab the higher valued skins.
5 guys betting on 1 game
4 guys bet on Team A 1 guy bets on Team B
Lets call the guys betting on A team, Guy 1,2,3,4 Guy 5 bets on Team B
Guy 1 bets skins worth 75, 75, 75, 75 on Team A Guy 2 bets skins worth 50, 50, 50, 50 on Team A Guy 3 bets skins worth 25, 25, 25, 25 on Team A Guy 4 bets skins worth 1, 1, 1, 1 on Team A Guy 5 bets skins worth 75, 75, 75, 75 on Team B
Team A has 20 skins bet on them, with a total value of $604 Team B has 4 skins bet on them, with a total value of $300
This game's odds would be approximately 67:34 for Team A. Return for Team A is approximately 0.5 Return for Team B is approximately 2.0
Say Team A wins.
Guy 1 would get an expected return of $150, so he would take 2x $75 skins. Guy 2 would get an expected return of $100, so he would take 2x $75 skins (50$ overpay). Guy 3 gets nothing from his expected return of $50, due to no skins left for draft. Guy 4 gets nothing from his expected return of $2, due to no skins left for draft.
Say Team B wins. Guy 5 gets everything.
I'm not 100% sure on the interaction of Guy 2 getting the overpay, but in a game with 1000's of bets, and with odds scewed much higher for the favoured team, Guy 1's chances of overpay would increase while Guy 2-4 would get value closer to what they deserve.
With games like Envy vs Bravado http://csgolounge.com/match?m=4508 those that bet on Envy with a .07 reward with only 8200 bets involving 22,000 items it's easier to see that many people would not get their skins. A game like that would have a lot of players who max bet, soak up most of the skins then there would be very little for others left.
Let me know if my dirty math is wrong.