I nominate Yifu Guo. The avalon chip sale fiasco cost a lot of people a lot of money... and he certainly had enough funds that he *could* have done the right thing by his customers. Instead - he screwed over the end users as well as a number of promising miner assembly businesses.
+1 First ASIC on the market, also first one to fail/scam! This is pure and live bitcoin history.
*Not sure if he qualifies for the CEO position.