Don't forget this one; a 1,000 BTC bet in March 2014 when BTC was around $650 ($650k) is close in dollar value to the 7,016 BTC bet on Just-Dice when BTC was $137 ($961k).

If you're looking for the biggest number of BTC ever bet, Vandroiy once bet pirateat40 5,000 BTC that his BS&T was a Ponzi - and won. But BTC was only around $5 at the time, so it was "only" a $25k bet.