For now, expectations on Trump agenda are being felt most in the pocketbooks of Wall Street's most prominent bankers. Dimon's gains have been fueled by a savvy $26.6 million stock bet he made in his company this February, when markets were cratering. That purchase, some 500,000 JPMorgan shares at a cost roughly equal to Dimon's total 2015 compensation, has paid off and gained over 30% or $11.7 million in value (excluding dividend payments).